Caribbean Vacation Packages

Choose two or more items and save on your trip:

Top destinations in Caribbean

Top Caribbean Flight + Hotel Deals

Ocho Rios Villa at the Palms III
Ocho Rios Villa at Coolshade XI
Ocho Rios Villa Azul at Coolshade XIII
Ocho Rios Treasure Villa at Coolshade XII
Casa Marina Montego Bay at Seawind

Top Hotels in Caribbean

Sheraton Old San Juan Hotel
Sheraton Old San Juan Hotel
4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 17 to Nov 17
4/5 Very Good! (1,073 reviews)
"Great location; friendly staff; willing to provide anything that you needed Did not like that the room had no fridge; also that we were only provided two towels"

Reviewed on Oct. 17, 2021

Sheraton Old San Juan Hotel
Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
The price is CA $234 per night from Oct 20 to Oct 20
4.5/5 Wonderful! (980 reviews)
"The history behind this building is amazing! I loved the arquitecture, so many plants hanging out the balcony, the trees on the patio, the floors, the stairs, the view from the pool..!!! Amazing!! This is an old building at Viejo San Juan, but it's been taking care off during all this years, it is ..."

Reviewed on Oct. 13, 2021

Hotel El Convento
British Colonial Hilton - Nassau
British Colonial Hilton - Nassau
4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Oct 25 to Oct 25
3.8/5 Good! (991 reviews)
"Great property, excellent service, scenic location, friendly staff, good value, overall a very good hotel choice, we were not disappointed."

Reviewed on Oct. 4, 2021

British Colonial Hilton - Nassau
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.

Find the Best Caribbean Vacation Packages

Have a warm island vacation at any time of year on your choice of lush tropical islands. The Caribbean islands offer an amazing choice of beaches for tropical vacations, high-end shopping and fascinating cultures. Stop in major ports on a luxury cruise or charter a sailboat to hop from one to another of thousands of islands. Sunbathe on vast sandy shores. Scuba and snorkel in clear waters filled with colorful fish. 

Beautiful beaches are common across the region, while art, architecture, cuisine and customs vary from island to island. Appreciate the pleasing mix of cultures of the indigenous island people and descendants of European settlers. 

Aruba, Bonaire and Curaçao off the coast of Venezuela display Dutch influence. Have rijstaffel, a Dutch colonial meal of rice accompanied by 20 to 30 side dishes. Aruba has an unusually dry terrain, with miles of sandy beaches on the northwestern shores. Look for divi divi trees blown to the side in the region’s strong winds. Bonaire’s marine park and donkey sanctuary feature a range of wildlife. On Curacao, swim with dolphins and participate in extreme sports. 

See the colorful buildings in old San Juan and the castles across the U.S. territory of Puerto Rico. St. Thomas of the U.S. Virgin Islands is a popular tour boat stop for buying diamonds and lazing on beaches. Nearby St. John is dominated by the Virgin Islands National Park, on land and in the underwater reefs. Learn about the 2,000 years of human occupants, including native Caribs, in the Salt River Bay National Historical Park on St. Croix.

For many people, Cuba has for decades been a land of mystery under Communist rule. While U.S. residents are not allowed to visit strictly for tourism, licensed visits can be arranged for various purposes. While here, see the cathedrals, squares and museums of Old Havana and visit exceptional beaches.

View the tropical plants in Hunte’s Gardens on Barbados. Dive and sample rum at a distillery on the Cayman Islands. Observe waterfalls and wildlife in the Dominican Republic. On the western side of the island, explore the Citadelle of Haiti. Golf, ride a bobsled and listen to steel drum music on Jamaica. Learn about Christopher Columbus and the native Arawaks while visiting the more than 700 islands of the Bahamas

Most important of all, enjoy beach after beach after beach during the best Caribbean vacations.

Frequently asked questions