Caribbean Islands Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oyster Bay Beach Resort
Oyster Pond
9/10 Wonderful! (1,010 reviews)
Dec 11 - Dec 15
4 night stay
Atlanta (ATL) to Philipsburg (SXM)
Delta • Coach
Philipsburg (SXM) to Atlanta (ATL)
Air Canada • Coach
Price was $1,320, price is now $958 per person
$958
per person
found 1 day ago
This property was on point. The staff is great. My room was beautiful. I’m definitely coming back.
Reviewed on Nov 2, 2026
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,584 reviews)
Jan 10 - Jan 16
6 night stay
Atlanta (ATL) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Price was $3,525, price is now $1,873 per person
$1,873
per person
found 1 day ago
From checking in to checking out everything was exact ,and like driving in a circle, and smiles along the way make it A+ ,and perfect-quality of resturants were aok and large choices of great food, and pricing was very reasonable-the location made it great for checking out live music , and food choices-not sure what process is used from quality of employees to cleanliness ,and food choices, but don’t change! Hugs ,and thank you sold me on returning, and I will be a living commercial for all of you….
Reviewed on Nov 2, 2026
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,001 reviews)
Dec 11 - Dec 15
4 night stay
Atlanta (ATL) to Philipsburg (SXM)
Delta • Coach
Philipsburg (SXM) to Atlanta (ATL)
Air Canada • Coach
Price was $1,744, price is now $1,017 per person
$1,017
per person
found 1 day ago
My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!
Reviewed on Oct 24, 2026
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (2,129 reviews)
Dec 11 - Dec 15
4 night stay
Atlanta (ATL) to Philipsburg (SXM)
Delta • Coach
Philipsburg (SXM) to Atlanta (ATL)
Air Canada • Coach
Price was $1,724, price is now $1,049 per person
$1,049
per person
found 1 day ago
Excellent property! Everything you need, supermarket, car rental, island tours, restaurant, gym, laundry room, are right on the property compound.
Super helpful staff and several F&B outlets on property.
Reviewed on Nov 2, 2026
Top rated hotels for your Caribbean Islands vacation package
Grand Hyatt Baha Mar
One Baha Mar Boulevard Nassau New Providence
Free Cancellation
Reserve now, pay when you stay
637 mi from city center
$405 nightly
The price is $445 total per night
$445 total
Nov 4 - Nov 5
Total with taxes and fees
Grand Hyatt Baha Mar features a golf course, a full-service spa, and 8 outdoor pools. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a casino, a free water park, and a nightclub.
Pool
Spa
Wyndham Alltra Punta Cana All-Inclusive Resort
Playas Uvero Alto Punta Cana La Altagracia
Free Cancellation
Reserve now, pay when you stay
120.96 mi from city center
$280 nightly
The price is $280 total per night
$280 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Wyndham Alltra Punta Cana All-Inclusive Resort have access to 2 outdoor pools, a free water park, and a lazy river. If you plan to drive, free valet parking is available. The 24-hour front desk has staff always at the ready. Other amenities at this all-inclusive resort include a children's pool, a gym, and free WiFi in public areas.
Pool
Breakfast included
Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore Montego Bay Saint James
489.91 mi from city center
Hotel Riu Montego Bay - Adults Only - All Inclusive features a full-service spa, 5 outdoor pools, and a free water park. Free parking is included with your stay. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a nightclub, a gym, and a sauna.
Pool
Hot Tub
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View all propertiesLowest 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.
