Tag: Travel Planning

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From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

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How can musicians and creatives take advantage of points and miles to make travel more affordable—and more meaningful?

In this episode of Revolutionizing Your Journey, host DeAndre Coke chats with musician and points enthusiast Matt Jamele, better known as @miles_maestro, about the travel challenges artists face and the strategies that can make the road a little smoother.

Matt shares how his desire to travel more—despite the financial unpredictability of being an artist—led him to the world of points and miles. From choosing the right credit cards and maximizing free night certificates to creating unforgettable moments on the road, he offers practical advice for creatives who want to stretch their travel budgets. The conversation touches on lounge access, business card perks, and how to keep things simple while still traveling well. If you’re touring across the country or planning a well-deserved getaway between gigs, this episode will inspire you to rethink your travel as an artist.

 

Key Highlights:

  • Matt’s beginnings: His passion for travel grew while navigating the financial realities of being a working musician.
  • Business card benefits: A business credit card can offer valuable rewards for artists with side income.
  • Lounge access perks: Airport lounges provide much-needed comfort between gigs or flights.
  • Simple card strategy: A lean card setup is often more manageable and effective for creatives.
  • Redemption value: Points can be used for experiences that create lasting memories, not just luxury.
  • Ask for help: There’s a growing community of travel hackers willing to guide beginners.
  • Travel mindset: The focus should be on enjoying the journey, not overcomplicating it with dozens of strategies.
  • Accessible travel: With a bit of planning, even independent artists can explore the world without overspending.

 

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

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Matt Jamele:

 

 

 

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Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

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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:

 

Connect with DeAndre Coke: 

 

Connect with savvytravelmamas:

 

 

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Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

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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:

 

Connect with DeAndre Coke: 

 

Connect with Angelo:

 

 

 

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Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

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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:

 

Connect with DeAndre Coke: 

 

 

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How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

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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:

 

Connect with DeAndre Coke: 

 

Connect with Andrea Mabry:

 

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Revolutionize Your Travel: Must-Have Tools to Plan, Book, and Organize Your Points & Miles Game (Ep. 69)

Revolutionize Your Travel: Must-Have Tools to Plan, Book, and Organize Your Points & Miles Game (Ep. 69)

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Have you ever wondered what tools a points and miles expert uses to book smarter, earn faster, and stay organized while traveling?

In this solo episode of Revolutionizing Your Journey, host DeAndre Coke breaks down his personal travel toolkit—from the apps that help him choose the right credit card at checkout, to the tools he swears by for booking award flights and organizing itineraries. From automating credit card offers with Card Pointers to searching for award flights with tools like PointsYeah and Seats.aero, DeAndre walks listeners through each step of his travel planning process. He also discusses the value of platforms like Zil Money for earning points on business expenses, and apps like TripIt for keeping itineraries organized. This episode offers practical insights for travelers looking to simplify and optimize their rewards-based travel. 

This post contains affiliate links for some of the products mentioned, but we personally use and pay for most of these services ourselves because we believe in their value. We want to share the best points and miles tools that have helped us maximize our travel rewards.

 

Key Highlights:

  • Card Pointers: An app that helps users choose the best credit card for each purchase and automatically loads Amex and Chase offers without logging in.
  • Zil Money: Platform that lets businesses earn points by processing payroll through credit cards—useful for hitting sign-up bonuses and earning high multipliers.
  • Travel Freely: This tool tracks credit card annual fees and sign-up bonuses and helps users comply with Chase’s 5/24 rule.
  • PointsYeah: Award flight search engine with features like Daydream Explorer and live seat maps, making it easier to spot high-value redemptions.
  • Seats.aero: A power-user tool for finding award seat availability, especially useful for last-minute and expert-level searches.
  • Points Path:  The first award flight search engine that runs directly in Google Flights, and provides both the cash price and points price of many flights.
  • FlightConnections: Visualization tool showing all direct routes between airports—great for mapping international travel and alliance-specific itineraries.
  • Boldly Go Calculators: Transfer Bonus Calculator and Point Redemption Calculator simplify reward math and show real point value.
  • Point.me: Beginner-friendly award search tool that includes step-by-step guides and Amex cardholder access for free.
  • Thrifty Traveler: Subscription service that sends alerts for award availability, mistake fares, and significant cash deals.
  • TripIt: Travel organization app that builds an itinerary from confirmation emails and syncs across devices—even offline. Helpful for keeping track of complex trips and flight changes.

 

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Resources:

 

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Unlocking the Secrets of American Airlines Loyalty Rewards with @allieandlandon (Ep. 68)

Unlocking the Secrets of American Airlines Loyalty Rewards with @allieandlandon (Ep. 68)

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How can you earn airline status without even setting foot on a plane? 

In this episode of the Revolutionizing Your Journey podcast, host DeAndre Coke sits down with Allie Ruhde, aka @allieandlandon—an expert in travel rewards and American Airlines’ loyalty system—to unpack precisely that. Allie shares her journey into the world of points and miles, starting with earning Gold status at just three years old. Together, they dive deep into the mechanics of American Airlines’ Loyalty Points system, including strategies for earning status through shopping portals, dining programs, hotel bookings, and credit cards.

The conversation also explores the perks of status levels like Platinum, Platinum Pro, and Executive Platinum, lounge access options, and how to maximize your everyday spending to unlock travel rewards. Plus, Allie explains why Alaska Airlines stands out in the OneWorld alliance and shares her favorite redemption tips—like flying to Japan in business class for just 60,000 miles. Whether you’re a seasoned traveler or just starting your loyalty journey, this episode is packed with practical insights you can apply right away.

 Tune in to learn how to stack miles and Loyalty Points smarter—not harder.

 

Key Highlights:

  • Loyalty Points 101: Track status progress without needing to fly.
  • Shopping Portals: A powerful way to rack up Loyalty Points and miles.
  • Dining Rewards: Earn miles for everyday meals with linked credit cards.
  • Hotel Bookings: Book through AA Hotels to earn high Loyalty Points.
  • Status Tiers: Platinum and Executive Platinum bring valuable perks like upgrades and lounge access.
  • Alaska Airlines: Offers complimentary upgrades—unlike other OneWorld airlines.
  • Credit Cards: AA co-branded cards earn both Loyalty Points and miles.
  • Upgrade Strategy: Maximize same-day change policies and early boarding.
  • Pro Tips: Combine Simply Miles offers, use status challenges wisely, and don’t overlook dining and shopping portals.

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Allie Ruhde:

 

 

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[YouTube Bonus] Bali Highlights: Best Things to Do, & Where to Stay | Full Guide to Villas, Food & Culture

[YouTube Bonus] Bali Highlights: Best Things to Do, & Where to Stay | Full Guide to Villas, Food & Culture

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Ready to experience Bali like never before? In this full travel guide, we take you through the best things to do, where to stay, what to eat, and how to enjoy luxury travel in Bali without breaking the bank. From stunning bamboo villas to secret swing spots and unforgettable local food — we cover it all.

We spent two weeks in Bali exploring Seminyak, Selat, Amed, and everything in between. 

Bonus: We flew to Bali in business class for under $400 per person (retail: $10,000+). Want to know how? Check out our podcast where we explain how we use points and miles to travel in luxury for less!

 

Resources:

 

Connect with DeAndre Coke: 

 

 

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Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

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What happens when a criminal defense attorney turns her free time during the pandemic into learning about travel rewards strategies?

 In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Deanna Keane aka @pointsflygirl, an attorney by day and a points and miles expert by passion. Deanna shares her journey into the world of points and miles, including how she leverages Citi ThankYou points, Amex Business Platinum benefits, and underappreciated programs like Choice Hotels to craft unforgettable experiences. 

From her favorite redemptions in Ireland to unique travel moments in Iceland, this conversation is packed with actionable tips for travelers looking to maximize value without sacrificing quality.

Whether you’re curious about driving in Ireland, booking with kitchenettes in Iceland, or how to score the best deals from Vegas to Dublin, Deanna breaks it down in a relatable, strategic way. Tune in and discover how smart planning, flexible redemptions, and a little creativity can unlock global adventures.

 

Key Highlights:

  • Pandemic Pivot: Deanna began exploring points and miles during COVID and found a new passion.
  • Strategic Redemptions: Citi ThankYou Points offer substantial value for everyday spending and travel.
  • Hidden Gems: Choice Hotels often provide surprisingly good redemption opportunities.
  • Ireland Tips: The Dingle Peninsula and Blarney Castle are must-visit destinations.
  • Flight Deals: KLM and British Airways offer interesting routes and redemption options.
  • Best Time to Visit Ireland: May through September offers ideal weather for exploration.
  • Drive to Discover: Renting a car in Ireland enhances the experience beyond tourist hotspots.
  • Iceland Insights: Booking hotels with kitchenettes helps save money in a pricey destination.
  • Wine Hack: You can purchase wine at the airport in Iceland—perfect for budget travelers.

 

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Deanna Keane:

 

 

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Rum Punch, Beach Vibes & Wedding Bells: Our Jamaica Hyatt Zilara Rose Hall Experience (Ep. 65)

Rum Punch, Beach Vibes & Wedding Bells: Our Jamaica Hyatt Zilara Rose Hall Experience (Ep. 65)

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What’s it like to experience a destination wedding in Jamaica while staying at a top-tier all-inclusive resort?

In this episode of the Revolutionizing Your Journey podcast, hosts Taryn and DeAndre take listeners through their trip to Jamaica, where they attended a beautiful wedding at Hyatt Zilara Rose Hall. They break down the booking process, how they used points to maximize their stay, and how Globalist status enhanced their resort experience.

From luxurious room upgrades to mouthwatering jerk chicken and vibrant entertainment, the episode highlights the resort’s atmosphere, amenities, and dining experiences. It also covers travel tips for visiting Jamaica, including why they recommend Club Mobay VIP entry for a stress-free airport experience. 

Whether you’re planning a trip to Jamaica, considering Hyatt Zilara Rose Hall, or just looking for destination wedding inspiration, this episode is packed with insider insights and firsthand experiences.

 

Key Highlights:

  • Destination Wedding in Jamaica: Attended a wedding at Hyatt Zilara Rose Hall.
  • Booking with Points: Used Hyatt points to book the stay.
  • DeAndre’s Connection to Jamaica: He is half-Jamaican, making this trip even more special.
  • Resort Experience: The adults-only Hyatt Zillara sits next to the family-friendly Hyatt Ziva.
  • Globalist Perks: Enjoyed suite upgrades and exclusive benefits.
  • Best Jerk Chicken Ever: The jerk chicken at the resort was a culinary highlight.
  • VIP Arrival at the Airport: Club Mobay VIP entry made the arrival process seamless.
  • Wedding Experience: The event was well-organized and stunning.
  • Resort Atmosphere: Energetic, great entertainment, and a lively vibe.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

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