How We Booked a $20,000 Vacation With Points

How We Booked a $20,000 Vacation With Points

August 5, 2026 · 1h 28m · Episode 289

About this episode

Chris and Amy discuss how they booked a $20,000 vacation to Bora Bora using points and share insights on resorts and travel strategies.

Chris and Amy booked a last-minute week in Bora Bora that would have cost over $20,000, almost entirely on points. They break down how it came together, why they chose Bora Bora over Fiji, the Marriott award search quirk that hid available rooms, flying business class in both directions by mixing two airlines, and using card travel credits on the inter-island flights. Then, three nights in, they decided to abandon the deal and pay more to switch resorts. They compare and rank the major Bora Bora resorts, weigh points versus cash, and explain what makes French Polynesia one of the easiest long-haul trips from the West Coast. Link to Full Show Notes: https://chrishutchins.com/bora-bora-on-points-2026/ Partner Deals Haven: Skip the waitlist for the best sauna. Gelt: ⁠Skip the waitlist on personalized tax guidance to maximize your wealth Thrive Market: ⁠30% off your first order of organic groceries + a free $60 gift Bilt Rewards: ⁠Earn the most valuable points when you pay rent Superhuman: ⁠Free month of the fastest and best email with code ALLTHEHACKS For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals…

People in this episode

Host: Chris Hutchins

Guest: Amy

Topics covered

Keywords

Sponsors

Thrive Market, Bilt Rewards, Superhuman, Haven, Gelt

Mentioned in this episode

Organizations: Marriott

Books & works: Monopoly Deal

Places: Bora Bora, Fiji

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