The BoldlyGo Podcast: Revolutionizing Your Journey

How do you stay updated with travel news while soaking up the sun in paradise? In this Quick Hits episode, DeAndre Coke checks in from the beautiful Kimpton Grand Roatán Resort in Honduras, where he shares a snapshot of the latest travel and points and miles updates.

He covers the current round of valuable transfer bonuses from Capital One, Chase, Citi, and more—along with timely reminders like the launch of REAL ID requirements in the U.S. and major airport delays affecting travel through New York and New Jersey. He also includes two major credit card welcome offers, including the $1,000+ value Capital One Venture Rewards deal ending May 12th.

If you’re booking a summer getaway or optimizing your rewards portfolio, this episode will help you make smart, timely moves with your travel plans.

Key takeaways:

• Current Transfer Bonuses: Capital One, Chase, and Citi are offering bonuses up to 30%—ideal if you’re booking travel soon.
• REAL ID Reminder: Domestic travelers without a REAL ID-compliant license must carry a passport for flights.
• Northeast Flight Disruptions: Avoid flights through New York/New Jersey due to air traffic staffing issues and cancellations.
• Chase Sapphire Preferred: The 100K point sign-up bonus is in the “last call” phase—if you’re eligible, don’t miss it.
• Capital One Venture Offer: Earn 75K miles + $250 travel credit (worth $1,000+) if you apply by May 12.
• Travel Tip from Honduras: The Kimpton Grand Roatán is a stunning destination spa—watch for a full breakdown episode soon.

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group
• Thrifty Traveler Premium
• Daily Drop Newsletter

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Can vacation clubs and timeshares be worth it, and how do you avoid the traps?

In this episode of Revolutionizing Your Journey, host DeAndre Coke welcomes Joy Smith and Mara Rice, better known as the Savvy Travel Mamas, for a candid conversation on travel strategies, points and miles, and making family vacations a reality without breaking the bank. Mara shares how she started travel hacking decades ago out of financial necessity. At the same time, Joy reflects on her evolution from avoiding travel planning to becoming the go-to organizer for unforgettable getaways.

They break down the difference between vacation clubs and timeshares, discuss how to spot (and avoid) high-pressure sales tactics—especially in Las Vegas—and explain why freebies can be both a perk and a pitfall. You’ll also hear personal stories from their stays at Hilton and Hyatt resorts, tips for using credit cards wisely, and prioritizing experiences without overspending. This episode offers a practical guide for families, beginners, and anyone curious about getting more from their travels through smart planning and intentional choices.

Key Highlights:

• Mara’s beginnings: She started using points and miles out of necessity, proving you don’t need money to travel smart.
• Joy’s shift: Initially hesitant, Joy embraced travel planning to prioritize family vacations.
• Vacation club clarity: Understanding the structure of vacation clubs vs. timeshares is critical to making wise decisions.
• Maximizing redemptions: Spacious accommodations and points strategy make family travel more affordable.
• Common mistakes: Many people jump into timeshares without understanding what they buy.
• Financial insight: Being financially responsible when considering ownership is key.
• Presentation strategy: If you prepare, you can attend sales presentations just for the perks.
• Vegas freebies: Joy and Mara reveal how they scored thousands in vacation value just by showing up.
• Family-first mindset: Travel should work around your family’s needs, not the other way around.
• Start small: You don’t have to jump into luxury travel—start where you are and build from there.

This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group
• Truicity Wealth Management

Resources:

• Book a Free 30 minute points & miles consultation

Interested in Financial Planning?

• Truicity Wealth Management

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with savvytravelmamas:

• Instagram: savvytravelmamas
• Facebook: Savvy Travel Mamas

Is travel finally getting cheaper again? In this Quick Hits episode, DeAndre Coke breaks down the latest shifts in travel trends, including a noticeable drop in flight prices and increased award seat availability, especially in business and first class. He explains why now might be the ideal time to snag flight deals using points or cash and shares valuable tools for smarter travel booking, including the newly launched hotel search tool Gondola.

DeAndre also provides an update on the ongoing saga of using payroll for your credit cards with Zil Money, which has been down for over a month now. He also covers a fast-closing loophole that lets travelers transfer Amex points to Alaska Airlines miles. He warns listeners about the upcoming temporary suspension of point transfers from Chase and Amex to Emirates. The episode closes with a heads-up on an active 30% transfer bonus from Citi ThankYou Rewards to Virgin Atlantic Flying Club, along with key considerations for making the most of those points.

From smart booking strategies to maximizing redemptions, this update helps you make the most of the current travel climate.

Key takeaways:

• Flight Prices Dropping: Demand is cooling, bringing cheaper cash fares and improved award availability.
• Alaska Airlines Loophole: The Amex → Hawaiian → Alaska transfer hack may end soon—act fast.
• Gondola Tool: A new site showing cash vs. points hotel prices, elite benefits, and price tracking, though it requires email read access.
• Emirates Transfers Paused: Chase (May 28–June 30) and Amex (starting May 29) are temporarily pausing point transfers to Emirates, hinting at a likely devaluation.
• Virgin Atlantic Transfer Bonus: 30% bonus on Citi ThankYou Rewards transfers to Virgin Atlantic Flying Club through May 17.
• Thrifty Traveler & Daily Drop: Helpful tools for spotting mistake fares and daily point deals.
• Cash vs Points Strategy: When flight prices drop, cash may offer better value than points.

Resources:

• Book a Free 30 minute points & miles consultation
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• BoldlyGo Travel With Points & Miles Facebook Group

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

What makes a travel experience unforgettable? In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Angelo, a dynamic entrepreneur who leaped from the performing arts to crafting bespoke travel experiences across Europe. Angelo shares how his background shaped his approach to building personal, intimate tours that focus on emotional connections rather than just checking off sights.

The conversation takes listeners through hidden gems of Rome, like the stunning Santa Maria Maggiore Basilica, the ancient Appian Way, and secret Caravaggio masterpieces tucked away in local churches. They also discuss the evolving world of luxury travel, highlighting unique experiences such as the Keymaster Experience at the Vatican and vintage Vespa sidecar tours. Plus, they offer tips for visiting Italy, including the best times to go and why early or late access tours can make a big difference in your trip.

This episode is perfect for travelers looking to deepen their experiences, independent explorers, and anyone dreaming of a more meaningful journey across Europe.

Key Highlights:

• Angelo’s Background: His performing arts experience shapes how he designs travel experiences.
• Personalized Travel: The industry is shifting toward curated, emotionally driven trips.
• Small Groups Matter: Intimate group sizes lead to better engagement and customer loyalty.
• Rome’s Hidden Gems: Santa Maria Maggiore, the Appian Way, and Caravaggio’s art are must-sees.
• Luxury Travel in Rome: Unique options like the Vatican Keymaster Experience add exclusive value.
• Timing is Key: October is one of the best times to visit Italy for fewer crowds and better experiences.
• Local Connection: Engaging with locals deepens and authenticates your travel experience.
• Physical Exploration: Walking and biking can uncover sides of a city that tourists often miss.
• Emotional Travel: Travel is not just about sightseeing, but also about creating emotional connections with places

Resources:

• Book a Free 30 minute points & miles consultation
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• BoldlyGo Travel With Points & Miles Facebook Group

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Angelo:

• Website: LivTours.com
• Instagram: @liv.tours
• Facebook: LivTours
• YouTube: @LivTours

How can a trip to Napa and a few updates completely shift how you think about points, perks, and booking tools? In this Quick Hits episode, DeAndre Coke checks in from the stunning Estate Yountville in Napa Valley, sharing major news from the world of travel, credit cards, and points and miles.

He covers Bilt’s new rent payment option—even if you don’t use a Bilt card, you can now earn points while paying rent, with a small fee. American Airlines is rolling out free high-speed Wi-Fi across most of its fleet by early next year, boosting in-flight productivity. Google Flights is also testing a long-awaited feature: the ability to filter out basic economy fares. And finally, shoutout to Karen, winner of the recent Hyatt Free Night Certificate giveaway, with more perks to come for newsletter subscribers.

This episode is packed with fast, practical updates for anyone looking to get more value from their travel routines and rewards, no matter where you’re headed next.

Key takeaways:

• Bilt Rent Payments: You can now earn Bilt points while paying rent with any credit card (3% fee applies).
• Amex Wi-Fi Credit Tip: DeAndre uses Amex Platinum’s $50/month airline credits to cover American Airlines Wi-Fi—soon to be obsolete as free Wi-Fi rolls out in 2025.
• American Airlines Wi-Fi Update: Free high-speed Wi-Fi is coming to 90% of American Airlines’ fleet starting in January 2025.
• Google Flights Filter: Google Flights is testing a filter to remove basic economy fares from search results.
• Newsletter Giveaways: Recent winner Karen scored a Hyatt Free Night Certificate—newsletter subscribers get access to future giveaways.

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Ever wondered how to make luxury travel to a world-class Formula 1 race affordable?

In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with attorney-turned-travel-hacker Jenna of @travelersinlaw to explore exactly that. Jenna shares how she went from burnout in the legal profession to building a lifestyle fueled by points and miles—one that now includes an upcoming trip to the F1 Italian Grand Prix 2025 in Monza.

They dive into how to strategically earn and redeem points, the best credit card approaches for high-value travel, and what it takes to attend global events like Formula 1 without breaking the bank. Jenna also opens up about how travel became part of her self-care routine, why it’s okay to explore without a perfect itinerary, and how busy professionals can still make unforgettable trips a reality.

This episode is packed with real-world advice, smart strategies, and inspiration for travelers looking to elevate their experiences using points and miles.

Key Highlights:

• Burnout Recovery: Travel as a tool for self-care and balance.
• Credit Strategy: Smart use of cards and bonus categories boosts rewards.
• Monza Planning: Insight into budgeting for the 2025 Italian Grand Prix.
• Luxury on Points: Premium hotels and flights are within reach with the right strategy.
• F1 Travel Costs: What to expect and how to offset costs with points.
• Flexible Itineraries: It’s okay not to plan every minute—some freedom is part of the fun.
• Credit Scores: Managing your credit while optimizing travel benefits.
• Busy Professionals: Why taking time off is essential—and how to make it worth it.
• Long-Term Wins: Starting small in points and miles leads to big travel gains.

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Jenna:

• Instagram: travelersinlaw

Is ANA’s legendary around-the-world ticket going away for good?

In this Quick Hits episode, DeAndre Coke checks in from the Dominican Republic—on a site visit for his upcoming wedding—to bring you the latest news in the world of travel, points, and miles. He breaks down ANA’s significant devaluation, explains the ticking clock on booking their coveted around-the-world ticket, and clarifies who’s eligible for Chase Sapphire Preferred’s elevated 100,000-point offer.

DeAndre also shares the latest updates on Zil Money’s delayed card processing system for payroll and offers a transparent follow-up to a recent discrepancy between a podcast and Instagram about his use of points versus travel insurance for a flight delay. If you’re looking to stay sharp on offers, program updates, and real-life travel hacks, this episode is packed with practical insights—recorded right from paradise.

Tune in to stay ahead on travel strategy and loyalty program changes.

Key takeaways:

• ANA Around-the-World Ticket: Book by June 24 before ANA eliminates this aspirational redemption.
• ANA One-Way Redemptions: ANA will finally allow one-way point bookings, offering more flexibility.
• Chase Sapphire Preferred Bonus: A 100,000-point welcome offer is available—but only if you meet strict eligibility rules.
• Zil Money Update: The platform is still down due to overwhelming demand; processing is expected to resume soon.
• Travel Insurance Clarification: DeAndre confirms he used points (not cash) for a Hyatt stay during a flight delay, and breaks down how trip delay coverage varies by card.
• Trip Delay Insurance Tip: Chase Sapphire Preferred = 12-hour delay or overnight stay; Reserve = 6-hour delay coverage.

Resources:

• Using Points & Miles to Plan Around-The-World Travel With the Point Sisters (Ep. 25)
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Can you build a business and a travel lifestyle at the same time?

In this episode of Revolutionizing Your Journey, dermatologist and entrepreneur Andrea Mabry joins host DeAndre Coke to reveal how she leveraged high-value business expenses to earn millions of points and miles. From negotiating with contractors on a multi-million dollar clinic build to strategically choosing between Chase, Capital One, and Amex cards, Andrea shares actionable tips for entrepreneurs looking to turn their business spend into unforgettable travel rewards. They dive deep into the pros and cons of sharing points with partners, the surprising differences between credit card issuers, and how Andrea used AI to decide between points and cash back. You’ll also hear about her family’s premium cabin redemptions, the true value of understanding credit card fine print, and how setting aside just one hour can lead to long-term rewards.

If you’re a business owner or aspiring entrepreneur looking to maximize every dollar—this one’s for you.

Key Highlights:

• Business Expense Strategy: Andrea used business spending, including building a clinic, to earn over 700,000 points annually.
• Credit Card Comparison: Chase offers substantial rewards but is hard to share; Capital One is the most flexible for transfers.
• Amex Point Tracking: Requires manual systems to manage partner point splits effectively.
• Contractor Negotiation: Paying large vendors with cards led to significant point accumulation.
• Cash Back vs Points: Andrea used AI tools to compare long-term value and determine the best strategy.
• Family Travel: Thanks to effective redemption planning, she flew seven family members in premium cabins.
• Quick Setup: Setting up a points system can take less than an hour but deliver massive returns.
• Teaching Others: Andrea educates her network to create shared travel opportunities.
• Redemption Stories: From Thailand to Iceland, points have become unforgettable travel memories.

Resources:

• Book a Free 30 minute points & miles consultation
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• BoldlyGo Travel With Points & Miles Facebook Group

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Andrea Mabry:

• Instagram: pointstoearn

Tucson, Arizona, might be America’s most underrated food city—and we’re here to tell you why. From handmade tortillas and Sonoran beef to standout dinners at Charro Del Rey and Bata, this trip turned into a full-on foodie journey. In this special podcast release, we also discuss how we earned 18,000 American Airlines miles on a cash booking, explore Tucson’s status as the first UNESCO City of Gastronomy in the U.S., and share thoughts on walkability, safety, and local charm.

Tune in to hear what surprised us most and why Tucson deserves a spot on every food lover’s travel list.

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Ever wondered how to turn a flight delay into a travel win?

In this Quick Hits episode, DeAndre Coke shares his firsthand experience dealing with unexpected travel disruptions and how tools like travel insurance and flight vouchers saved the day. He unpacks the importance of being prepared, how to maximize value from travel credits, and what travelers can learn from chaotic moments.

The episode also covers breaking news on Chase Sapphire credit cards, including a record-high signup bonus and new perks through partnerships like Lyft. Plus, DeAndre dives into helpful updates like Google’s rollout of hotel price alerts and shares advanced strategies for managing your points and miles for maximum return.

From optimizing your rewards to handling real-world travel hiccups, this episode is packed with practical tips to keep you ready and informed every step of the way.

Key takeaways:

• Travel Insurance: Offers protection for unexpected expenses during travel delays or disruptions.
• Travel Vouchers: Can be loaded onto apps and used like cash—maximize their value by planning ahead.
• Chase Sapphire Preferred: Now offering a 100,000-point welcome bonus, its highest yet.
• Credit Card Partnerships: New benefits from partnerships with Lyft, DoorDash, and more.
• Google Flights & Hotel Alerts: Use these tools to track hotel prices and flight award availability.
• Award Space Monitoring: Tools now allow you to watch saver-level award space and book efficiently.
• Flexible Travel Plans: Can ease the impact of disruptions and open up more redemption options.
• Point Value Awareness: Know the value of your points before redeeming to avoid wasting them.
• Advanced Strategy: Combining tools and flexibility leads to smarter redemptions

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld