Caribbean Islands Spa Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino

4 out of 5
Santurce
Price was S$1,058, price is now S$1,058 per person
S$1,058
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
9/10 Wonderful! (1,061 reviews)
Great room, friendly staff perfect location

Reviewed on 24 Feb, 2026

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Zarzal
Save 100% on your flight
Price was S$1,662, price is now S$1,118 per person
S$1,118
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
great amenities and staff

Reviewed on 28 Feb, 2026

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
Condado
Save 100% on your flight
Price was S$2,269, price is now S$1,784 per person
S$1,784
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Beautiful hotel, nice hotel gym. Easy access to beach from adult pool area.

Reviewed on 26 Feb, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
Mameyes II
Price was S$1,199, price is now S$1,199 per person
S$1,199
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We had a great stay! Food was good, room was clean, view from balcony was amazing. Staff was attentive, Naomi was the best.

Reviewed on 28 Feb, 2026

Don't see what you're looking for?
See all available trips from Dallas to Caribbean Islands
View all trips
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
Mameyes II
Price was S$1,199, price is now S$1,199 per person
S$1,199
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We had a great stay! Food was good, room was clean, view from balcony was amazing. Staff was attentive, Naomi was the best.

Reviewed on 28 Feb, 2026

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
Condado
Save 100% on your flight
Price was S$2,269, price is now S$1,784 per person
S$1,784
per person
4 May - 9 May
found 1 day ago
Return direct flight included
Dallas (DFW) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Beautiful hotel, nice hotel gym. Easy access to beach from adult pool area.

Reviewed on 26 Feb, 2026

Don't see what you're looking for?
See all available trips from Dallas to Caribbean Islands
View all trips
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
  • 7 hours drive from Oyster Bay Marina
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! (1,696 reviews)

Travellers like: full-service spa, sauna, steam room, massage

Travellers say...
Very nice hotel

Reviewed on 27 Feb, 2026

Condado Vanderbilt Hotel
Moon Palace Jamaica – All Inclusive

Moon Palace Jamaica – All Inclusive

5 out of 5
Main Street Ocho Rios Saint Ann
  • 31 hours drive from Oyster Bay Marina
Stay at this luxury resort in Ocho Rios. Enjoy free Wi-Fi, free parking and 4 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very Good! (1,910 reviews)

Travellers like: full-service spa, sauna, facials, manicures and pedicures

Travellers say...
The staff were very courteous, but when I checked in; the floor in my room wasn't to my satisfaction.

Reviewed on 27 Feb, 2026

Moon Palace Jamaica – All Inclusive
Barceló Bávaro Palace - All Inclusive

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1 Punta Cana La Altagracia
  • 13 hours drive from Oyster Bay Marina
Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very Good! (5,504 reviews)

Travellers like: full-service spa, sauna, massage, facials

Travellers say...
Great clean room and territory. Excellent food and choice. Staff is very friendly and knowledgeable.

Reviewed on 27 Feb, 2026

Barceló Bávaro Palace - All Inclusive
See all 84,160 properties in Caribbean Islands
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.

* 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.