Anguilla Luxury Vacation on Points: Our $7,500 Dream Trip for Next to Nothing

Experience an Anguilla luxury vacation on points at Zemi Beach House, where the multi-tiered adult pool offers pure indulgence. Enjoy in-water loungers, infinity edges, and lush tropical landscaping. Relax among swaying palm trees, wooden balconies, and shaded cabanas, all set in a serene, five-star oasis.

Ever nab a travel deal so incredible it feels like you’ve unlocked a hidden cheat code? That’s what my wife and I experienced when we zipped off to Anguilla for an Anguilla luxury vacation on points—a 5-night birthday celebration at the breathtaking Zemi Beach House, a Hilton LXR treasure. Imagine turquoise waves lapping at powdery sand, a luxe resort vibe surrounding you, and all of it costing us just a sliver of the usual price. Here’s how we made it happen, plus some insider tips to spark your next adventure.

Experience an Anguilla luxury vacation on points at Zemi Beach House, where the multi-tiered adult pool offers pure indulgence. Enjoy in-water loungers, infinity edges, and lush tropical landscaping. Relax among swaying palm trees, wooden balconies, and shaded cabanas, all set in a serene, five-star oasis.

Airfare: Cash + Companion Pass Magic

Reaching Anguilla takes a little finesse since direct flights aren’t an option, but we turned it into a win. I paid $700 cash for my Delta ticket from PHL, swinging through ATL—one of Delta’s key hubs—to St. Maarten, the nearest jump-off point. My wife? She flew free with the Companion Pass from my American Express Delta Platinum card. The card’s $350 annual fee stings less when you consider her $700 ticket cost us nothing extra—netting us $350 in savings.

Boat Transfer: From St Maarten to Anguilla

Since Delta doesn’t fly straight into Anguilla, we landed in St. Maarten and hopped a semi-private ferry to our final destination. Round-trip tickets were $150 per person, and let me tell you, it was worth every penny. Why? Because they throw in your choice of rum punch or a crisp Carib Lager to sip while you cruise across the Caribbean Sea. It’s like the vacation starts the second you step onboard. Total cost for the two of us: $300

Booking Zemi Beach House

The true jackpot? Our stay at Zemi Beach House, part of Hilton’s swanky LXR Hotels & Resorts lineup. We snagged five nights in a Garden View King Room for just 440,000 Hilton Honors points, and Hilton’s 5th night free perk—exclusive to members like me—shaved off the cost of that final night. Before we even arrived, my Hilton Honors Diamond status scored us a sweet surprise: an email from the hotel revealing we’d been upgraded to an Ocean View King, a room going for a cash rate of $8,757.83. For our mid-January dates, the Garden View’s cash price was $1,187 per night before taxes, totaling $7,532.79 with fees for five nights. We skipped the cash, used points, and basked in Anguilla luxury vacation on points. That’s a deal-hunter’s dream come true!

Conclusion

A smiling couple takes a selfie in front of a colorful "Greetings from Anguilla" mural, featuring tropical flowers and lush greenery. The man wears a light gray shirt, black glasses, and a cap with a golden shaka sign, while the woman wears sunglasses and a light green tank top. The bright blue sky and natural landscape complete the scenic background.

My wife and I landed in Anguilla, ready to celebrate our birthdays. Zemi Beach House delivered barefoot luxury, infinity pools, and sunset cocktails. We lounged on Shoal Bay’s stunning beach by day and relaxed in a five-star oasis at night. Using credit card rewards wisely, we transformed a $7,500+ winter getaway into an affordable escape. Feeling relaxed and recharged, we’re already dreaming of our next adventure

So, what’s your dream destination? With a little strategy, you might just snag it for next to nothing too.

Let us design your dream vacation! Simply fill out the form on our Plan Your Trip page to get started. Don’t forget to explore our YouTube channel for inspiration from our adventures.

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