Best Caribbean Adventure packages

Price found within the past 48 hours. Click for updated prices.

The Reef Beach Resort, East End, Grand Cayman

Save 100% on your flight

$611

per person

Jun 5 - Jun 9

found 2 hours ago

Roundtrip non-stop flight included

Austin (AUS) to George Town (GCM)

Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.

Excellent location, right on the beach

Reviewed on Mar 21, 2026

Coconut Bay Beach Resort & Spa All Inclusive

$1,801

per person

May 31 - Jun 3

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Vieux Fort (UVF)

Book a stay at this beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sandy Beach and Mankote Mangrove are located nearby.

This is truly kids paradise. For the adults the food was actually amazing. I’ve never been to a more friendly country. The beach is very well maintained.

Reviewed on May 21, 2026

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

Bávaro

$988

per person

May 31 - Jun 3

found 3 hours ago

Roundtrip flight included

San Juan (SJU) to Punta Cana (PUJ)

Book a stay at this luxury resort in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cana Bay Golf Club and Arena Gorda Beach are located nearby.

Excellent all around. Plenty to do, fun activities for all ages (we brought our 2yr and 4yr). Plenty of restaurants to choose from and the food was excellent. The rooms are nice and spacious.

Reviewed on Apr 29, 2026

3 night Caribbean Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

Bávaro

$988

per person

May 31 - Jun 3

found 3 hours ago

Roundtrip flight included

San Juan (SJU) to Punta Cana (PUJ)

Book a stay at this luxury resort in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cana Bay Golf Club and Arena Gorda Beach are located nearby.

Excellent all around. Plenty to do, fun activities for all ages (we brought our 2yr and 4yr). Plenty of restaurants to choose from and the food was excellent. The rooms are nice and spacious.

Reviewed on Apr 29, 2026

Coconut Bay Beach Resort & Spa All Inclusive

$1,801

per person

May 31 - Jun 3

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Vieux Fort (UVF)

Book a stay at this beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sandy Beach and Mankote Mangrove are located nearby.

This is truly kids paradise. For the adults the food was actually amazing. I’ve never been to a more friendly country. The beach is very well maintained.

Reviewed on May 21, 2026

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

$2,938

per person

May 31 - Jun 3

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Vieux Fort (UVF)

Book a stay at this beach property in Gros Islet. Enjoy free breakfast, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Choc Bay and Choc Beach are located nearby.

The stay was great! We loved it.

Reviewed on Dec 28, 2025

4 night Caribbean Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.

The Reef Beach Resort, East End, Grand Cayman

Save 100% on your flight

$611

per person

Jun 5 - Jun 9

found 2 hours ago

Roundtrip non-stop flight included

Austin (AUS) to George Town (GCM)

Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.

Excellent location, right on the beach

Reviewed on Mar 21, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Save 100% on your flight

$1,224

per person

Aug 4 - Aug 8

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Montego Bay (MBJ)

Book a stay at this beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.

10/10! Only things I didn’t like: the beds were hard (but party hard enough & it doesn’t matter) & the first day we got there they had games in the lobby, but the other days they did not. The staff is AMAZING! Kevin, Nekesha, Trudy-Ann, Briskett (sorry if I spelt wrong) & Riri were all absolutely AMAZING! It truly feels like your home away from home! If you want to buy souvenirs on the beach, Kevin (he’s always furthest from the resort & not pushy) has the best items, & he’s so kind! We will be back!

Reviewed on Apr 29, 2026

Hotel Riu Ocho Rios - All Inclusive

$1,266

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Montego Bay (MBJ)

Book a stay at this beach property in Ocho Rios. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dunn's River Falls and Green Grotto Caves are located nearby.

Great value for money. Great location and entertainment.

Reviewed on May 18, 2026

5 night Caribbean Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.

The Reef Beach Resort, East End, Grand Cayman

Save 100% on your flight

$674

per person

Jul 1 - Jul 6

found 14 hours ago

Roundtrip flight included

Miami (MIA) to George Town (GCM)

Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.

Excellent location, right on the beach

Reviewed on Mar 21, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Save 100% on your flight

$1,643

per person

Aug 1 - Aug 6

found 18 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Montego Bay (MBJ)

Book a stay at this beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.

10/10! Only things I didn’t like: the beds were hard (but party hard enough & it doesn’t matter) & the first day we got there they had games in the lobby, but the other days they did not. The staff is AMAZING! Kevin, Nekesha, Trudy-Ann, Briskett (sorry if I spelt wrong) & Riri were all absolutely AMAZING! It truly feels like your home away from home! If you want to buy souvenirs on the beach, Kevin (he’s always furthest from the resort & not pushy) has the best items, & he’s so kind! We will be back!

Reviewed on Apr 29, 2026

Moon Palace Jamaica – All Inclusive

$3,315

per person

May 31 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Montego Bay (MBJ)

Book a stay at this luxury property in Ocho Rios. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dunn's River Falls and Ocho Rios Clock Tower are located nearby.

This hotel was beautiful. I love how friendly the staff members are. The atmosphere was lovely and the food was great. The oxtails are my favorite they just need to cook them to where they fall off the bone. Entertainment is limited but great. We need more karaoke on the weekends. Rooms were very clean

Reviewed on Jan 1, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.

The Reef Beach Resort, East End, Grand Cayman

Save 100% on your flight

$763

per person

Jun 6 - Jun 12

found 2 hours ago

Roundtrip non-stop flight included

Austin (AUS) to George Town (GCM)

Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.

Excellent location, right on the beach

Reviewed on Mar 21, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

$1,831

per person

Aug 1 - Aug 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Montego Bay (MBJ)

Book a stay at this beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.

10/10! Only things I didn’t like: the beds were hard (but party hard enough & it doesn’t matter) & the first day we got there they had games in the lobby, but the other days they did not. The staff is AMAZING! Kevin, Nekesha, Trudy-Ann, Briskett (sorry if I spelt wrong) & Riri were all absolutely AMAZING! It truly feels like your home away from home! If you want to buy souvenirs on the beach, Kevin (he’s always furthest from the resort & not pushy) has the best items, & he’s so kind! We will be back!

Reviewed on Apr 29, 2026

Iberostar Waves Rose Hall Beach - All Inclusive

Northern Estates

Save 100% on your flight

$1,991

per person

Jun 1 - Jun 7

found 7 hours ago

Roundtrip non-stop flight included

St. Louis (STL) to Montego Bay (MBJ)

Book a stay at this luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rose Hall Great House and Greenwood Great House are located nearby.

Yes I had an ocean view

Reviewed on Mar 11, 2026

Adventure hotels in Caribbean

Get rates

Majestic Elegance Punta Cana - All Inclusive features a private beach, a full-service spa, and 9 outdoor pools. A stay here includes free parking. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this all-inclusive property include a casino, a nightclub, and a children's pool.

On private beach

Pool

Get rates

Majestic Colonial Punta Cana - All Inclusive features a private beach, a full-service spa, and 2 outdoor pools. Free parking is included with your stay. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this all-inclusive property include a casino, a nightclub, and a children's pool.

Get rates

Dreams Rose Hall Resort & Spa - All Inclusive features a private beach, a full-service spa, and 2 outdoor pools. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 20 per person roundtrip. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and access to locker space. Other amenities at this all-inclusive resort include a free water park, a nightclub, and karaoke.

On private beach

Pool

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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.