Caribbean Islands Golf Vacations
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Top Golf vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was ￥273,458, price is now ￥218,678 per person
￥218,678
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
Clean room, comfy bed, clean bathroom.
Great service all around
Delicious food
Very relaxing place to stay
Reviewed on Dec 7, 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥249,238, price is now ￥220,958 per person
￥220,958
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We stayed for 7 days and by the end we didn't want to check out. The service was incredible, the amenities were abundant and the staff was so welcoming and friendly! We enjoyed our stay and can't wait to be back.
Reviewed on Dec 6, 2025
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See all available trips from Chicago to Caribbean Islands
View all trips5* Golf vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥249,238, price is now ￥220,958 per person
￥220,958
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We stayed for 7 days and by the end we didn't want to check out. The service was incredible, the amenities were abundant and the staff was so welcoming and friendly! We enjoyed our stay and can't wait to be back.
Reviewed on Dec 6, 2025
Don't see what you're looking for?
See all available trips from Chicago to Caribbean Islands
View all trips3 Night Golf vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was ￥273,458, price is now ￥218,678 per person
￥218,678
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
Clean room, comfy bed, clean bathroom.
Great service all around
Delicious food
Very relaxing place to stay
Reviewed on Dec 7, 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥249,238, price is now ￥220,958 per person
￥220,958
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We stayed for 7 days and by the end we didn't want to check out. The service was incredible, the amenities were abundant and the staff was so welcoming and friendly! We enjoyed our stay and can't wait to be back.
Reviewed on Dec 6, 2025
Don't see what you're looking for?
See all available trips from Chicago to Caribbean Islands
View all tripsTop Golf Caribbean Islands Hotels
Divi Village Golf & Beach Resort
Oranjestad Aruba
Book a stay at this spa resort in Oranjestad. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,016 reviews)
Travelers like: golf course on site, driving range, restaurant with golf course view, hot tub
Travelers say...
Cean rooms and a pleasent staff
Reviewed on Nov 28, 2025
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (5,411 reviews)
Travelers like: golf course on site, golf lessons, pro shop, sauna
Travelers say...
This is pretty big resort, LOTS to do. The restaurants are reservations only, sucks that the only restaurant I wanted to try we weren’t able to get a reservation for the entire week we were there. Staff doesn’t speak English, so it was kind of hard to communicate with the majority of them. And they ...
Reviewed on Dec 2, 2025
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Book a stay at this beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (2,798 reviews)
Travelers like: golf course on site, clubhouse, pro shop, sauna
Travelers say...
Staff was amazing. The room was impeccable. The amenities where on point couldn’t have asked for a better vacation
Reviewed on Nov 30, 2025
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.
