Our Winner’s Choice of Destination in the Caribbean:
Wander the sands of paradise with an unforgettable beach retreat to your choice of luxurious Fairmont hotels in Bermuda or Puerto Rico.
Embrace beachside bliss with a tropical getaway to one of two luxurious Fairmont hotels in Hamilton, Bermuda or San Juan.
Indulge in VIP treatment with impressive hotel accommodations, lavish amenities, and a $500 hotel gift card to spend.
Wherever your beachside fantasies take you, you'll find a tropical capital city boasting culture, charm, and world-class beaches.
Our Winner’s Choice experiences let guests choose from curated stays. Each experience comes with luxurious accommodations, exclusive amenities, and Premium Guest Services for trip planning, so winners can sit back and relax in their choice of paradise.
San Juan Sunsets
Soak up San Juan sunsets in a luxurious beachfront hotel on Isla Verde with a $500 gift card to spend on lavish hotel services.
Beachfront bliss awaits with a stay in a beautiful standard room at the Fairmont El San Juan Hotel in Puerto Rico.
Embrace the beauty of beachfront living with four resort swimming pools and access to El San Juan Beach Club.
Savor VIP treatment with a $500 gift card to spend on hotel services, including heavenly spa treatments and delicious dining.
Get to know San Juan.
Beachfront city living meets history, culture, and gastronomy in Puerto Rico’s colorful capital, San Juan. Roam maze-like cobbled streets, sleepy plazas, and the imposing El Morro fortress in this UNESCO World Heritage site. With gorgeous tropical beaches set against a breathtaking mountain backdrop, San Juan has it all.
Color, culture, and island charm collide in San Juan. Discover the beauty of Puerto Rico at Fairmont's luxurious El San Juan Hotel, nestled on the golden sands of Isla Verde Beach. Embrace your vacation with a $500 gift card to spend on hotel amenities, including delectable on-site dining, spa treatments, and more.
Your standard room boasts a sumptuous King-size bed, floor-to-ceiling windows, and sweeping city views. Wander up to the hotel’s impressive 3-story fitness center to begin your day with a workout on the rooftop terrace, immersed in ocean views.
Step into a world of beachfront luxury with access to the renowned El San Juan Beach Club. Laze in the shade of a private cabana or refresh in one of four hotel swimming pools. Refuel with a choice of 8+ bars and restaurants on-site, serving up sushi, steaks, local fare, and even Starbucks!
Make the most of El San Juan’s impressive array of facilities with a $500 gift card to spend during your stay. Book a rejuvenating spa treatment to soothe mind, body, and soul, or join a local adventure with optional zipline tours, rainforest excursions, and city visits available.
Your experience at the Fairmont El San Juan Hotel includes four nights for 2 guests in one of Puerto Rico’s finest hotels on Isla Verde Beach.
Embrace luxury in a beautiful standard room at the Fairmont El San Juan Hotel in Puerto Rico.
Indulge in lavish hotel amenities with a $500 hotel gift card included
Relax by the ocean with four spectacular pools, beach club access, and shady poolside cabanas
Rebalance and revitalize with access to the hotel’s premium spa
Get active with on-site water sports, a three-story fitness center, and a rooftop workout area
Sample world flavors with a choice of more than 8 hotel bars and restaurants
Wander the golden sands of Isla Verde Beach on your doorstep, or reach historic Old San Juan in minutes
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Beautiful Bermuda
Discover the beauty of Bermuda in a palatial waterfront hotel, including a $500 Fairmont gift card to splurge on lavish amenities.
Tropical luxury beckons with a stay in an elegant standard room at the Fairmont Hamilton Princess and Beach Club hotel.
Relax and indulge with infinity-edge resort pool, full-service marina, and access to the Princess Beach Club.
Pamper yourself with a $500 gift card to spend on hotel amenities, from on-site dining to premium spa treatments.
Get to know Hamilton.
Sailboats bobbing on turquoise waters give way to perfect cerulean skies in Bermuda’s picturesque capital, Hamilton. Stunning coastlines and the island’s famed pink sand beaches promise the perfect playground for snorkeling, swimming, and relaxing.
Fairytale pink sand beaches and turquoise waters await in Hamilton, the postcard-perfect capital of Bermuda. Discover the bliss of island life from your elegant standard room at The Fairmont's five-star Hamilton Princess and Beach Club hotel.
Gaze upon Bermuda’s iconic pastel-colored homes and white rooftops from your elegant standard room, featuring a King or two Double beds. Embrace opulence with a marble bathroom, sumptuous wooden furnishings, and elegant Caribbean style.
Indulge in sunset cocktails and picturesque harbor views from the hotel's expansive oceanfront infinity pool. Relaxation awaits with access to premium spa treatments, poolside yoga, and more. Sample the island’s unmissable flavors with exquisite on-site dining at some of Bermuda’s best restaurants.
A complimentary shuttle waits to whisk you away to the Princess Beach Club, nestled on a breathtaking private cove. Snorkel the sheltered azure waters or while away the hours in the overwater hammocks. Choose from an array of luxurious hotel services with a $500 Fairmont gift card to enjoy.
Your experience at the Fairmont Hamilton Princess and Beach Club Hotel includes 4 nights for 2 guests in an elegant standard room in Hamilton, Bermuda.
Unwind in a beautiful standard room boasting views of Hamilton city
Splurge on hotel luxuries with a $500 hotel gift card included
Hop on the complimentary shuttle to the Princess Beach Club, tucked in a private cove
Indulge in access to the hotel’s full-service marina and harbor-view infinity pool
Work up a sweat with water sports, tennis, poolside yoga, Pilates, and barre classes
Savor the flavors of the tropics with the island’s best restaurants in easy reach