The BoldlyGo Podcast: Revolutionizing Your Journey

Voyascape:Travel Podcasts
Voyascape:Travel Podcasts
  • 4.8 (85)
  • Places & Travel
  • Updated Weekly

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies. Hosted by financial advisor and world traveler DeAndre Coke alongside his wife and travel partner Taryn Gisbert, the show explores how everyday people are unlocking bucket-list experiences around the world—often for a fraction of the normal cost. Each episode features conversations with travelers, creators, families, and industry experts who share practical strategies, unforgettable stories, and the real-world systems they use to maximize travel rewards, airline miles, hotel points, elite status, and credit card perks. From flying international business class and staying in overwater villas in the Maldives to navigating family travel, destination deep dives, and hidden luxury experiences, The BoldlyGo Podcast blends inspiration with actionable advice for travelers at every level. You’ll hear stories from couples who booked five-star honeymoons almost entirely on points, families exploring the world without breaking the bank, and travelers who’ve learned how to turn everyday spending into extraordinary adventures. If you’re just getting started with points & miles or already optimizing complex award travel itineraries, this podcast helps you travel smarter, spend intentionally, and experience more of the world. Subscribe now and join a growing community of travelers learning how to travel well and live boldly.

  1. 14h ago

    How Buying Gold Can Unlock Points, Welcome Bonuses & Elite Status with Patrick Sugarman (Ep. 139)

    Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast In this episode of the BoldlyGo Podcast, DeAndre Coke sits down with Patrick Sugarman to explore two advanced areas of the points and miles world: buying and reselling gold to generate massive credit card spend, and understanding the travel insurance protections that can save a trip when things go wrong. Patrick shares how he uses gold purchases strategically to earn points, hit welcome bonuses, and generate qualifying activity toward elite status, including how gold reselling contributed significantly to earning his Hyatt Globalist status. DeAndre and Patrick break down how the gold reselling process actually works, from purchasing gold at retailers like Costco to working with buyers and resellers, calculating spreads, and understanding the risks involved when thousands of dollars can be moved through a credit card at once. They discuss why this strategy can make sense for someone pursuing a specific point or status goal, but also why it is far from a guaranteed way to make money. The conversation explores credit card considerations, market fluctuations, shipping risks, cash flow, trusted buyers, and the importance of understanding the entire process before attempting it. The second half shifts into travel insurance and risk management, an area where Patrick brings professional experience from the insurance industry. Together, they unpack the differences between standalone travel insurance and the protections included with premium credit cards, along with trip cancellation, trip interruption, delays, emergency medical coverage, cruises, missed connections, and medical evacuation. They also examine the unique challenges of protecting award travel when the retail value of a points booking can be dramatically higher than the amount actually charged to a card. This episode is a deep dive into strategies that can create tremendous value, but only when the risks, protections, and potential consequences are fully understood. Timestamps: (00:00) Intro: Buying Gold for Points and Protecting Your Biggest Trips (04:29) Meet Patrick Sugarman and His Unique Points Strategy (05:56) How Patrick Got Into Buying and Reselling Gold (08:12) How Gold Reselling Actually Works (10:05) Why Buy Gold for Points, Welcome Bonuses, and Elite Status? (12:02) Breaking Down the Math Behind a Gold Purchase (16:27) Gold Prices, Resale Value, and Finding the Right Buyer (19:40) Moving Thousands of Dollars in Gold and Managing the Risk (22:55) Credit Card Risks and What Can Go Wrong (26:02) When Gold Reselling Actually Makes Sense (31:13) Using Gold Spend to Earn Hyatt Globalist (32:22) Travel Insurance vs Credit Card Travel Protections (36:26) When Credit Card Coverage Isn't Enough (43:28) Protecting Award Travel and Understanding Your Policy (46:48) Medical Emergencies and Evacuation Coverage Abroad (52:23) The Travel Insurance Coverage Travelers Often Overlook (57:52) Patrick's Insurance Background and Final Advice (01:00:04) Final Questions, Risk Tolerance, and Closing Thoughts Key Highlights: Gold Reselling Strategy: Patrick explains how buying and reselling gold can generate significant credit card spend that can be used toward welcome bonuses, points, and elite status goals.Hyatt Globalist Through Spend: Roughly 40 of Patrick's 60 Hyatt qualifying nights were generated through credit card spending tied to gold reselling.Not Free Points: Gold reselling involves real financial risk, including changing gold prices, transaction spreads, shipping issues, cash flow requirements, and potentially unreliable buyers.Costco Gold: Costco has become one of the most popular places for this strategy because of its gold pricing and the ability to earn additional value through eligible credit card and membership rewards.Know Your Goal: The strategy becomes easier to evaluate when there is a specific objective, such as earning a welcome bonus or reaching elite status, rather than simply generating spend without a plan.Risk Tolerance Matters: A strategy involving tens of thousands of dollars in purchases is not appropriate for everyone, even when the potential points and status benefits are attractive.Credit Card Protection: Premium travel cards can include valuable trip cancellation, interruption, delay, and other protections, but those benefits have important limitations.Standalone Travel Insurance: A dedicated policy can provide broader protection, particularly for expensive international trips, medical emergencies, cruises, and situations not fully covered by credit cards.Award Travel Gap: Trips booked primarily with points can create insurance complications because the cash amount paid may be far lower than the true replacement cost of the trip.Medical Coverage Abroad: Emergency medical care and evacuation can become extremely expensive internationally, making it important to understand exactly what coverage exists before departure.Cruise Protection: Missed connections and delays can become particularly costly for cruises, especially when travelers need to catch a ship at another port.Understand the Fine Print: Travel protection should be evaluated based on the actual policy terms and covered events rather than assuming a credit card or insurance policy protects every possible disruption. Resources: Join Symphony todayBoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Connect with Patrick...

  2. 2d ago

    We Stayed at Fiji's #1 Resort and It Ruined Everything Else [YouTube Bonus]

    Check out the new Smart Travel Podcast This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts. Smart Travel Podcast In this YouTube bonus episode of BoldlyGo Podcast, DeAndre Coke takes us inside Namale Resort & Spa, an adults only luxury retreat in Fiji that completely changed the standard he and Taryn now have for all inclusive resorts. After researching luxury properties across Fiji for their honeymoon, they chose Namale for its privacy, adults only atmosphere, and true all inclusive experience. Getting there is part of the adventure, with a tiny domestic flight to Savusavu followed by a private resort transfer. Once on property, the scale becomes even more impressive: 525 acres, fewer than 50 guests at full capacity, and only 16 guests during part of their stay. DeAndre also gives a detailed look at the ultra private Duavata Villa, complete with its massive private pool, indoor and outdoor showers, ocean views, and secluded location within the resort. But the biggest surprise wasn't the villa. It was just how much Namale actually includes. From exceptional food and premium drinks delivered almost anywhere on property to bowling, movies, kayaking, golf, fitness facilities, and unlimited access to the hydrotherapy areas of the spa, the resort takes the all inclusive concept much further than most luxury properties. Ultimately, what made Namale unforgettable was the service and connection to Fijian culture. Staff learned their names, welcomed them into traditional kava ceremonies, celebrated New Year's alongside them, and made the experience feel personal rather than transactional. By the end of six nights, Namale hadn't simply become one of their favorite resorts. It had changed their expectations for luxury hospitality altogether. Timestamps: (00:17) Inside Fiji’s #1 Luxury Resort (01:56) Why We Chose Namale Resort (03:08) Getting to Savusavu (05:05) Boutique Luxury in Fiji (06:57) The Best Place to Stay at Namale (09:53) What’s Actually Included (10:41) Food, Drinks & All Inclusive Dining (14:06) Resort Activities & Experiences (15:57) The Best Off Property Excursions (18:10) Inside Namale’s World Class Spa (19:04) Service That Feels Truly Personal (20:25) Fijian Culture & Kava Traditions (23:08) Final Thoughts on Namale Resort Key takeaways: True all inclusive luxury: Premium dining, drinks, activities, and spa access go far beyond the typical resort package.Incredible privacy: With 525 acres and fewer than 50 guests at capacity, Namale feels almost like a private island.Book the Duavata Villa: Its secluded location, huge private pool, and ocean views make it a standout choice.Food sets a new standard: Fresh seafood, cocktails, and restaurant quality meals exceeded expectations throughout the stay.Activities are everywhere: Bowling, golf, snorkeling, kayaking, waterfalls, fitness, and more keep the experience varied.The spa is a major perk: Hydrotherapy facilities can be enjoyed throughout the stay at no additional charge.Service makes the difference: Personalized hospitality and authentic Fijian culture became the most memorable parts of the experience. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: We Stayed at Fiji's #1 Resort and It Ruined Everything Else [YouTube Vlog]Namale Resort & Spa Review: Adults-Only, All-Inclusive Luxury in Fiji (Blog)BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.worldWebsite: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Check out all of our other travel podcasts from aroundthe worldThis podcast is part of the Voyascape Network, a collection of some of the world’s best travel podcasts. Explore more at Voyascape Podcast Network . For advertising or sponsorship opportunities on this show and across the network, email advertising@voyascape.com or you can find more information at Voyascape Ads.

  3. 5d ago

    Quick Hits: Don't Miss This Hyatt Free Night Opportunity & More!

    This week's Quick Hits is packed with practical updates for points and miles enthusiasts, beginning with a follow up to last week's Symphony interview. DeAndre answers one of the biggest listener questions about combining points between spouses, shares the current limitations of Symphony's platform, and explains why this is a feature the company is actively exploring. He also highlights a new MaxMyPoint feature that allows eligible subscribers to monitor discounted Hyatt and IHG corporate rates alongside award availability, making it easier to maximize both cash and points bookings. The episode also covers several important travel updates, including changes to Chase Sapphire Lounge access for Priority Pass members, a new Hyatt promotion that rewards members with free night certificates after eligible stays, recent updates to American Express Resy dining credits, and multiple transfer bonuses from Citi, Capital One, and American Express. As always, DeAndre wraps everything into a concise roundup of the week's biggest developments so listeners can quickly identify new opportunities to save money and maximize travel rewards. Timestamps: (00:00) Welcome to This Week's Quick Hit (00:40) Symphony Follow Up and Combining Points (01:35) MaxMyPoint Adds Hyatt and IHG Corporate Rate Tracking (02:35) Chase Sapphire Lounge Access Changes (04:20) Hyatt's New Free Night Promotion (06:05) Amex Resy Credit Changes You Should Know (07:40) Citi, Capital One, and Amex Transfer Bonuses (10:23) Final Thoughts and Outro Key takeaways: Symphony Update: Individual Symphony accounts currently cannot combine points, though the company says it's exploring the feature for the future.MaxMyPoint Enhancement: Platinum subscribers can now track Hyatt and IHG corporate rates alongside award and standard cash rates.Chase Sapphire Lounge Change: Priority Pass and LoungeKey members will lose their annual complimentary Chase Sapphire Lounge visit beginning August 15.Hyatt Promotion: Eligible Hyatt members can earn a Category 1 to 4 free night award after completing the required number of qualifying stays.Resy Credit Reminder: Some restaurants no longer qualify for Amex Resy credits, making it important to verify eligibility before dining.Citi Transfer Bonus: Citi ThankYou Rewards is offering a 40% transfer bonus to Turkish Airlines Miles&Smiles through August 31.Capital One Bonus: Capital One cardholders can receive a 15% transfer bonus to Avianca LifeMiles through September 15.Amex Avios Bonus: American Express Membership Rewards now features a 30% transfer bonus to British Airways, Aer Lingus, and Iberia Avios through September 27. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: Hyatt Latin America Free Night Award OfferJoin Symphony todayBoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.worldWebsite: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels

  4. Aug 5

    The Future of Savings & Earning Points? An In-Depth Look Into Symphony With Co-Founder James Berry (Ep. 138)

    In this episode of the BoldlyGo Podcast, DeAndre Coke sits down with James Berry, co-founder and Chief Business Officer of Symphony, to explore a platform that blends high-yield savings with transferable travel rewards. James explains how Symphony was built to help people grow their savings while simultaneously earning flexible points, creating a new way for travelers and points enthusiasts to generate rewards without relying solely on credit card spending. Throughout the conversation, they break down the platform's investment model, its guaranteed 5% APY for the initial launch period, and the safeguards designed to protect customer assets. James also provides a transparent look at how Symphony generates returns through US Treasury bills, CLOs, private credit, and over-collateralized lending while explaining the differences between SIPC protections, traditional banks, and fintech platforms. The discussion covers everything from taxes and risk management to transfer partners, point valuations, withdrawals, and the platform's future roadmap. By the end of the episode, listeners will have a clear understanding of who Symphony is designed for, the opportunities it creates for travelers, and the important considerations to evaluate before making it part of their financial strategy. Read our full Symphony blog post and review here: https://boldlygo.world/symphony-savings-review/ Timestamps: (00:00) Intro + Why We're Talking About Symphony (06:01) Meet James Berry and the Story Behind Symphony (08:08) Why Symphony Pivoted From Infrastructure to a Consumer Platform (11:58) What Is Symphony and How Does It Actually Work? (14:33) How the 5% APY, Points, and Compound Growth Work (25:06) Where Your Money Is Invested and How Symphony Generates Returns (29:37) Safety, FDIC vs SIPC, and Protecting Customer Assets (36:03) Points, Welcome Bonus, and Upcoming Transfer Partners (42:23) Sneak Peek Into Two of the First Transfer Partners (45:41) Withdrawals, Banking Features, and Accessing Your Money (48:17) Could Symphony Fail? Tough Questions and Platform Risk (58:33) Taxes, Point Valuation, and Listener Questions (01:08:16) Biggest Misconceptions About Symphony (01:10:40) James' Final Thoughts (01:11:46) DeAndre's Independent Analysis of Symphony (01:22:02) Should You Move Your Money? DeAndre's Personal Take Key Highlights: Symphony Explained: James Berry introduces Symphony as a next generation savings platform that combines a competitive APY with transferable travel rewards.5% APY Model: Learn how Symphony supports its guaranteed 5% APY during the initial launch period through a diversified investment portfolio.Investment Strategy: Discover how US Treasury bills, AAA CLOs, private credit, and over collateralized lending work together to generate returns.Safety & Protections: James explains the platform's safeguards, how customer assets are separated, and what happens if Symphony ever ceases operations.Points Ecosystem: Savings automatically generate transferable points that can be redeemed with future travel partners as the platform expands.Transfer Partners: Get an inside look at upcoming airline, hotel, and travel partner integrations planned for Symphony.Tax Advantages: The episode explores how earning travel rewards instead of additional taxable interest may create valuable tax efficiencies.Platform Roadmap: James shares the long term vision of expanding Symphony into a broader financial ecosystem beyond savings.Who It's For: Symphony is designed primarily for travelers, points enthusiasts, and savers looking to earn rewards without changing their spending habits.Do Your Research: James encourages listeners to understand the risks, diversify their savings, and evaluate Symphony alongside other financial tools. Resources: Join Symphony todayBoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Connect with James Berry: Instagram: mr.jamesberryLinkedIn: James BerryFind out more about Symphony

  5. Jul 31

    Quick Hits: New Amex Transfer Partner Is… Good? Bilt Rent Day Thoughts & More!

    This week's Quick Hits is packed with valuable updates for travelers looking to stretch their points even further. DeAndre covers Emirates' new partner award sale, Chase Offers that can save money on Hyatt and Marriott stays, and Bilt's latest Rent Day promotion featuring Accor Live Limitless. He also explains why this month's Rent Day may not be the flashiest, but could still provide meaningful value for travelers who stay at Accor properties. The episode also highlights several opportunities that are ending soon, including multiple transfer bonuses from Capital One, American Express, Citi, and Rove Miles. DeAndre wraps things up with a reminder about the value of staying connected through the Boldly Go community, where members regularly share time-sensitive deals, award opportunities, and real-world travel experiences that often move too quickly to make it into the podcast or newsletter. Timestamps: (00:00) This Week's Quick Hits (00:40) Emirates 25% Partner Award Sale (01:02) New Chase Offers for Hyatt and Marriott (02:00) Amex Leading Hotels of the World Offer (03:05) Bilt Rent Day and Accor Live Limitless (04:45) Why This Rent Day Is Still Worth a Look (06:05) Transfer Bonuses Ending July 31 (07:10) Rove Miles, Qantas and Flying Blue Updates (08:25) Cathay Pacific Transfer Bonus (09:05) Why the Boldly Go WhatsApp Community Is So Valuable Key takeaways: Emirates Award Sale: Emirates is offering 25% off partner award bookings in economy through August 9, making short-haul redemptions more affordable.Chase Offers: Eligible Chase cardholders can earn 7% back at Hyatt Place properties and 10% back at Marriott hotels by activating targeted Chase Offers.CardPointers Reminder: CardPointers can automatically activate Chase, Amex, Citi, and other card offers, helping travelers avoid missing valuable savings.Bilt Rent Day: August's Bilt Rent Day focuses on Accor Live Limitless, creating new value for travelers who regularly stay at Accor hotels.Transfer Bonuses Ending: Several popular transfer bonuses expire July 31, including promotions to EVA Air, Virgin Atlantic, and Rove Miles partners.Qantas Opportunity: Rove Miles members still have time to take advantage of a 50% transfer bonus to Qantas through August 18.Flying Blue Bonus: Citi ThankYou Rewards continues offering a 20% transfer bonus to Flying Blue.Cathay Pacific Bonus: Travelers can receive a 10% transfer bonus when moving eligible bank points through Marriott Bonvoy to Cathay Pacific Asia Miles.Community Benefits: The Boldly Go WhatsApp community regularly shares award deals, transfer bonuses, and flash promotions before they expire. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: BoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels

  6. Jul 29

    Tomorrowland in Belgium: How We Used Points For The World’s Largest Music Festival (Ep. 137)

    In this episode of the BoldlyGo Podcast, DeAndre and Taryn take you inside their entire Belgium and Tomorrowland adventure, from the complicated process of actually getting festival tickets to the moment they finally walked into one of the largest electronic music festivals in the world. They break down how they booked the trip, used points and miles for business class flights, stacked Amex Fine Hotels + Resorts benefits across their Brussels stay, and turned what started as a trip for a music festival into a much bigger European travel experience. Before Tomorrowland even begins, the trip delivers plenty of stories. An 11-hour flight delay completely changes their plans in New York. However, they still manage to put hotel certificates, dining credits, and travel insurance to work before flying Brussels Airlines business class to Belgium. Once there, they explore Brussels through its food, history, architecture, Belgian beer, chocolate, and one of their favorite food tours, while also fitting in a spontaneous visit to Ghent. Their stay at the Tomorrowland theme hotel then marks the transition into an entirely different kind of experience. DeAndre and Taryn break down all three days of Tomorrowland, including the massive main stage, unique stages across the festival, Symphony of Unity, premium dining experiences, surprisingly good festival food, the cashless Pearl system, transportation, bathrooms, crowds, and the overall atmosphere. They also explain why general admission delivered far more than expected and why they did not feel like VIP was necessary. After three packed days and a much-needed recovery day, they finish the trip with Lufthansa business class back to the United States and share their final verdict on the question that matters most: did Tomorrowland live up to years of anticipation, and would they do it all over again? Timestamps: (00:00) Intro: Our First Tomorrowland and Belgium Adventure (02:38) How We Finally Got Tomorrowland Tickets (10:34) Our Points & Miles Strategy and the 11 Hour Flight Delay (23:23) Flying Brussels Airlines Business Class to Belgium (29:08) Our Brussels Hotel and Amex Fine Hotels + Resorts Strategy (38:28) Exploring Brussels, Belgian Food and the Ultimate Food Tour (45:31) Tomorrowland Theme Hotel and Our Trip to Ghent (50:23) Tomorrowland Day 1: First Impressions and the Main Stage (01:03:09) Tomorrowland Day 2: Exploring the Stages and Symphony of Unity (01:10:22) Premium Festival Dining and Tomorrowland Day 3 (01:19:44) Recovery Day and Saying Goodbye to Tomorrowland (01:26:00) Flying Lufthansa Business Class Home and Our Final Tomorrowland Verdict Key Highlights: Tomorrowland Tickets: Getting tickets can be incredibly difficult, but Global Journey packages can provide another path into the festival while combining admission with hotels or transportation.Points & Miles Strategy: DeAndre and Taryn used points for business class flights to and from Europe while paying cash for their Tomorrowland Global Journey package.Travel Delay Reality: An 11-hour delay on their positioning flight reinforces the importance of building extra time into major international trips and having travel insurance.Amex FHR Strategy: Alternating Fine Hotels + Resorts bookings across multiple eligible Platinum cards allowed them to maximize hotel credits across their Brussels stay.Belgium Beyond Tomorrowland: Brussels delivered memorable food, architecture, Belgian beer, chocolate, history, and a standout food tour, while Ghent offered another glimpse into Belgium beyond the capital.Theme Hotel Experience: Hotel Le Plaza extended the Tomorrowland experience beyond the festival with themed decor, gifts, breakfast, a friendship lounge, beauty services, and dedicated transportation.Tomorrowland Production: The scale of the stages, visual effects, immersive environments, and international crowd exceeded their already high expectations.General Admission Value: Despite normally preferring VIP at music festivals, they found Tomorrowland's general admission experience strong enough that paying extra for Comfort access did not feel necessary.Festival Food: Tomorrowland goes far beyond typical festival food, with a huge range of options and premium dining experiences that approach restaurant-level quality.Symphony of Unity: A full orchestra performing electronic music became one of the standout experiences of the weekend.Three-Day Experience: Exploring different stages on the second and third days revealed just how much of Tomorrowland exists beyond the famous main stage.Final Verdict: Even after long days, travel delays, and the exhausting schedule, both DeAndre and Taryn would return and are already thinking about another Tomorrowland trip. Resources: ‘DoEatBetter’ Food TourBrussel's Taxi (WhatsApp) Daoud +32 484 48 69 47BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.worldWebsite: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels

  7. Jul 24

    Quick Hits: Seats.Aero Just Added Some Incredible New Features & More!

    This week’s Quick Hits starts with DeAndre and Taryn returning home from an unforgettable trip to Belgium and Tomorrowland, along with a reminder that even the best planned trips can run into major disruptions. Every flight they took experienced some type of delay, including an 11-hour delay on the way to Europe and another lengthy delay returning home. DeAndre also highlights how the Boldly Go community helped another family navigate major travel disruptions in real time, showing the value of having experienced travelers to turn to when plans fall apart. On the points and miles side, DeAndre breaks down the new Air Canada Aeroplan and World of Hyatt partnership, including why the status opportunities may be much more valuable than transferring points between the two programs. He also covers the elevated Chase Sapphire Preferred and World of Hyatt Business Card offers, a new Citi transfer bonus to Flying Blue, major upgrades to Seats.aero that bring award pricing directly into Google Flights, and new back-to-school shopping portal bonuses from American Airlines and Delta. The episode wraps with a quick Tomorrowland recap and a preview of a full Belgium trip breakdown coming soon. Timestamps: (00:00) Intro:Back From Belgium and Tomorrowland (01:49) How the Boldly Go Community Helps During Travel Disruptions (03:18) Air Canada Aeroplan and World of Hyatt Partnership (04:00) Hyatt and Aeroplan Status Benefits and Challenges (05:52) Chase Sapphire Preferred 100K Offer Ending Soon (06:27) World of Hyatt Business Card Bonus and Citi Flying Blue Transfer Bonus (07:05) Seats.aero Comes to Google Flights & New Features (09:07) American Airlines and Delta Shopping Portal Bonuses Key takeaways: Travel Disruptions: DeAndre and Taryn experienced delays on every flight during their Belgium trip, including an 11 hour delay on the way to Europe.Community Support: The Boldly Go WhatsApp community helped travelers navigate cancellations, hotel challenges, and other disruptions with real time advice.Hyatt + Aeroplan Partnership: World of Hyatt and Air Canada Aeroplan launched a new partnership, but the strongest opportunities appear to come from elite status benefits rather than point transfers.Hyatt Status Challenges: Eligible Aeroplan elites and premium cardholders can unlock Hyatt status challenges that may lead all the way to Globalist with up to 20 qualifying nights in 90 days.Chase Sapphire Preferred Offer: The 100,000 point welcome offer remains available but is expected to end soon.Hyatt Business Card Offer: The World of Hyatt Business Credit Card now offers 70,000 points after meeting the required spending threshold.Citi to Flying Blue Bonus: Citi ThankYou Rewards is offering a 20% transfer bonus to Air France KLM Flying Blue through August 22.Seats.aero Google Flights Tool: A new Chrome extension displays award pricing directly alongside Google Flights cash fares, making comparison shopping easier.Seats.aero Upgrades: New features include improved filters, historical award pricing, transfer partner previews, price alerts, and special Delta and United cardholder pricing.Shopping Portal Bonuses: American Airlines and Delta have launched limited time back to school shopping bonuses for members who meet qualifying spending requirements. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: BoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels

  8. Jul 22

    How Gretchen Planned an Epic 3-Week Singapore & Thailand Trip for a Family of 5 (Ep. 136)

    In this episode of the BoldlyGo Podcast, DeAndre Coke sits down with BoldlyGo community member Gretchen Navy to unpack how her family of five pulled off an ambitious three-week adventure through Singapore and Thailand using points, miles, certificates, and travel credits. With three kids, seven flights, six hotels, and roughly one million points involved, Gretchen shares how nearly two years of planning helped them secure five business class award seats in both directions while building an itinerary that gave their family enough time to experience each destination without exhausting everyone along the way. Gretchen walks through the complete strategy behind the trip, from choosing Singapore and Thailand around school schedules to balancing hotel loyalty programs, free night certificates, and transferable points. She shares their experiences in Singapore, Bangkok, Phuket, and Khao Lak, including family-friendly hotels, incredible food, cultural experiences, and the realities of traveling internationally with three children. The conversation also takes an unexpected turn with one of the most important travel lessons of the episode. After booking five Singapore Airlines business class award seats, Gretchen discovered that a phone number found through a Google search had connected her with scammers posing as Singapore Airlines representatives. She explains how the scam unfolded, how American Express ultimately helped recover thousands of dollars, and the precautions every traveler should take when contacting airlines. From award booking strategy to family travel logistics and fraud prevention, this episode shows how points and miles can create unforgettable experiences while reinforcing the importance of careful planning at every stage. Timestamps: (00:00) How a Family of Five Pulled Off an Epic Asia Trip (02:07) Meet Gretchen Navy and Her Points & Miles Journey (07:20) Planning Three Weeks in Singapore and Thailand (11:40) Flying Business Class to Asia With Three Kids (17:40) Exploring Singapore as a Family (25:25) Thailand Itinerary: Bangkok, Phuket and Khao Lak (31:00) Hotel Strategy, Points and Free Night Certificates (39:40) Booking Five Singapore Airlines Business Class Seats (42:30) The Singapore Airlines Booking Scam (46:00) How Amex Helped Recover Thousands of Dollars (49:30) Biggest Lessons From the Scam and How to Protect Yourself (53:15) Why Points & Miles Are So Powerful for Family Travel Key Highlights: Family Award Travel: Gretchen and her husband used nearly two years of planning to build a three week Singapore and Thailand trip for their family of five.Five Business Class Seats: Strategic award searches helped them secure five premium cabin seats in both directions, proving larger families can still unlock aspirational redemptions.Kid Friendly Planning: Slower itineraries, longer stays, familiar food options, and carefully selected activities helped make a major international trip manageable with three children.Singapore Experience: Singapore delivered an easy introduction to Asia with excellent public transportation, family friendly attractions, great food, and straightforward navigation.Thailand With Kids: Bangkok, Phuket, and Khao Lak offered very different experiences, from cultural exploration and street food to beaches and resort relaxation.Hotel Strategy: Using multiple loyalty programs gave the family more flexibility instead of forcing every stay into a single hotel ecosystem.Booking Scam Warning: A Google search for Singapore Airlines customer service led Gretchen to scammers posing as airline representatives and resulted in thousands of dollars in fraudulent charges.Amex Protection: American Express ultimately refunded approximately $5,000 connected to the scam, demonstrating another potential layer of protection when major purchases are placed on a credit card.Memories Over Perfection: Gretchen emphasizes using points and miles to create meaningful family experiences instead of waiting for every redemption or itinerary to be perfectly optimized. Resources: BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.worldWebsite: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Connect with Gretchen Navy: Email: gretchen.navy@gmail.com

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4.8
out of 5
85 Ratings

About

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies. Hosted by financial advisor and world traveler DeAndre Coke alongside his wife and travel partner Taryn Gisbert, the show explores how everyday people are unlocking bucket-list experiences around the world—often for a fraction of the normal cost. Each episode features conversations with travelers, creators, families, and industry experts who share practical strategies, unforgettable stories, and the real-world systems they use to maximize travel rewards, airline miles, hotel points, elite status, and credit card perks. From flying international business class and staying in overwater villas in the Maldives to navigating family travel, destination deep dives, and hidden luxury experiences, The BoldlyGo Podcast blends inspiration with actionable advice for travelers at every level. You’ll hear stories from couples who booked five-star honeymoons almost entirely on points, families exploring the world without breaking the bank, and travelers who’ve learned how to turn everyday spending into extraordinary adventures. If you’re just getting started with points & miles or already optimizing complex award travel itineraries, this podcast helps you travel smarter, spend intentionally, and experience more of the world. Subscribe now and join a growing community of travelers learning how to travel well and live boldly.

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