Buying Points Strategically for Resort Redemptions

In this episode of Revolutionizing Your Journey, Taryn and DeAndre look back on an unforgettable 2025, filled with major life milestones, ambitious travel, and an intentional points-and-miles strategy. From wedding planning to luxury hotel stays and standout food experiences around the world, they break down how thoughtful planning turned everyday spending into millions of points redeemed.

They share favorite destinations from the year, memorable redemptions, and practical lessons learned along the way, including when buying points made sense, how community insights shaped decisions, and why traveling as a strong “player two” team amplified results. The episode also highlights unique strategies, such as earning miles instead of interest through alternative banking options, and the role that credit card bonuses played in unlocking premium experiences.

The conversation wraps with a forward-looking mindset as Taryn and DeAndre encourage listeners to set clear, intentional travel goals for 2026, lean into community, and design travel plans that align with real life, not just aspirational redemptions.

Key Highlights:

1. 2025 in review: A year defined by weddings, big trips, and strategic redemptions.
2. Points at scale: How millions of points were earned and redeemed through planning and timing.
3. Player two advantage: Why traveling as a couple multiplies earning and redemption opportunities.
4. Buying points strategically: When point sales made sense and delivered outsized value.
5. Standout destinations: Mexico City and other favorites for hotels, culture, and food.
6. Alternative earning strategies: Using banking tools to earn miles instead of traditional interest.
7. Credit card leverage: Maximizing welcome offers and category bonuses throughout the year.
8. Life balance: Managing travel alongside business and personal commitments.
9. Looking ahead: Setting focused, intentional travel goals for 2026.

Resources:

1. Book a Free 30 minute points & miles consultation
2. Start here to learn how to unlock nearly free travel
3. Sign up for our newsletter!
4. BoldlyGo Travel With Points & Miles Facebook Group

Interested in Financial Planning?

1. Truicity Wealth Management

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

Note: Contains affiliate/sponsored links

1. Card Pointers (Saves the average user $750 per year)
2. Zil Money (For Payroll on Credit Card)
3. Travel Freely
4. Point.me
5. FlightConnections.com
6. Thrifty Traveler Premium
7. LTH Online Points & Miles In Depth Course:
8. Use coupon code "BOLDYGO" for a 50% discount!

Connect with DeAndre & Taryn:

1. Instagram: BoldlyGo.world
2. TikTok: BoldlyGo.world
3. Website: BoldlyGo.world
4. YouTube: BoldlyGoWorld
5. YouTube: BoldlyGo.Travels

Mentioned in this episode:

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