Caribbean Islands Luxury Holidays
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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
Price was S$1,504, price is now S$1,504 per person
S$1,504
per person
1 Sept - 3 Sept
found 1 day ago
Return direct flight included
San Francisco (SFO) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
One of the best resorts I have had the pleasure to visit!
Reviewed on 17 Jun, 2026
Don't see what you're looking for?
See all available trips from San Francisco to Caribbean Islands
View all tripsPrice found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
Price was S$1,504, price is now S$1,504 per person
S$1,504
per person
1 Sept - 3 Sept
found 1 day ago
Return direct flight included
San Francisco (SFO) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
One of the best resorts I have had the pleasure to visit!
Reviewed on 17 Jun, 2026
Don't see what you're looking for?
See all available trips from San Francisco to Caribbean Islands
View all tripsPrice found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
Price was S$1,504, price is now S$1,504 per person
S$1,504
per person
1 Sept - 3 Sept
found 1 day ago
Return direct flight included
San Francisco (SFO) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
One of the best resorts I have had the pleasure to visit!
Reviewed on 17 Jun, 2026
Don't see what you're looking for?
See all available trips from San Francisco to Caribbean Islands
View all trips
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,720 reviews)
"Let’s begin with the most important thing you need to know: THIS IS NO LONGER A 5-STAR HOTEL. The final morning of our stay says it all. At 5:45 a.m., a crew of handymen began hammering on a railing at the Mexican restaurant below our room. Repeated calls to the front desk went unanswered, forcing ..."
Reviewed on 23 Jun, 2026
Bahia Principe Escape Runaway Bay - All Inclusive
Salt Coppers Runaway Bay Saint Ann
Stay at this luxury resort in Runaway Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very good! (2,375 reviews)
"Everything was excellent I really enjoyed my visit I will come again and also recommend it to my friends and family"
Reviewed on 22 Jun, 2026
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their reviews. ...
9/10 Wonderful! (4,864 reviews)
"La limpieza es buena, pero el Hotel necesita una reparación urgente, la picina tiene le falta lozas, en general necesita una buena reparación!! El personal del Bufé muy atento, Rigoberto por Ej, en el restaurante Steakhouse los meseros Angelo, Robin, Toma, Pedro y Ricardo todos muy profesionales ..."
Reviewed on 24 Jun, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
