Caribbean Islands Vacation Packages
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Top Caribbean Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,382 reviews)
Jun 25 - Jun 28
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,503, price is now $775 per person
$775
per person
found 1 day ago
Balcony was a beautiful view
Reviewed on Oct 29, 2025
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
8.8/10 Excellent! (1,635 reviews)
May 20 - May 26
6 night stay
Atlanta (ATL) to Philipsburg (SXM)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,812, price is now $1,505 per person
$1,505
per person
found 1 day ago
Nice beach, nice staff. Only gripe is charging to use the gym - come on, that’s cheap
Reviewed on Mar 7, 2026
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,002 reviews)
Jun 25 - Jun 28
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
Spirit Airlines • Non-stop • Coach
Price was $1,339, price is now $899 per person
$899
per person
found 1 day ago
The room was spacious, clean and had adequate storage. The kitchenette was properly outfitted and they gave us a few complimentary drinks, The place was very quiet and private.
Reviewed on Nov 26, 2025
4.5-star property
Panorama Residences at Monte Vista
Point Blanche
9.6/10 Exceptional! (42 reviews)
Jun 25 - Jun 28
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
Spirit Airlines • Non-stop • Coach
Price was $1,508, price is now $1,041 per person
$1,041
per person
found 1 day ago
4.0-star property
Holland House Beach Hotel
Downtown Philipsburg
9.2/10 Wonderful! (1,006 reviews)
Jun 25 - Jun 28
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
Spirit Airlines • Non-stop • Coach
Price was $1,421, price is now $1,045 per person
$1,045
per person
found 1 day ago
The staff are amazing and it is super convenient to stores.
Breakfast was great!
Reviewed on Sep 5, 2025
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
$424 nightly
The price is $465 total per night
$465 total
May 10 - May 11
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 concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this beach resort include a casino, a free water park, and a nightclub.
Wyndham Alltra Punta Cana All-Inclusive Resort
Playas Uvero Alto Punta Cana La Altagracia
120.96 mi from city center
$281 nightly
The price is $281 total per night
$281 total
May 3 - May 4
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.
Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
515.39 mi from city center
$455 nightly
The price is $455 total per night
$455 total
Apr 21 - Apr 22
Total with taxes and fees
Princess Grand Jamaica Resort - All Inclusive features a full-service spa, 4 outdoor pools, and a free water park. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Other amenities at this all-inclusive resort include karaoke, a children's pool, and free WiFi in public areas.
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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.
