Caribbean Flight + Hotel packages

Caribbean Hotels

San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue, San Juan
4.0 out of 5.0
4.3 out of 5 (809 reviews)

Featuring a 24-hour casino and ocean-view dining, this Puerto Rico beachfront resort is in San Juan's fashionable Condado district, about 3 km (2 mi) east of ...

$179

$179
Rooms on the Beach Ocho Rios
Rooms on the Beach Ocho Rios
Main Street Ocho Rios, Ocho Rios
2.5 out of 5.0
3.4 out of 5 (67 reviews)

Located in Ocho Rios, this beachfront hotel is connected to a shopping center, just steps from Ocho Rios Craft Park and Turtle Beach. Dunn's River Falls and ...

Hotel Plaza De Armas Old San Juan
Hotel Plaza De Armas Old San Juan
San Jose St 202, San Juan
2.0 out of 5.0
3.6 out of 5 (31 reviews)

Situated by the sea, this hotel is within a 10-minute walk of Museo del Nino's, Plaza de Armas, and Museum of the Americas. Museo de Casa Blanca is 0.3 mi (0.5 ...

$130

$130
Atlantis Royal Towers, Autograph Collection
Atlantis Royal Towers, Autograph Collection
Paradise Beach Drive, Paradise Island
4.0 out of 5.0
4.1 out of 5 (284 reviews)

These spire-topped towers contain 1,201 rooms and embody the Lost Continent theme offered by the water-park and marine-life Atlantis resort on Paradise Island, ...

S.J. Suites Hotel
S.J. Suites Hotel
Fortaleza Street N 253, San Juan
2.5 out of 5.0
3.2 out of 5 (35 reviews)

Located in the heart of San Juan, this hotel is within a 10-minute walk of Casa de Ramon Power y Giralt, La Fortaleza - Palacio de Santa Catalina, and San Juan ...

$86

$86
Windward Passage Hotel
Windward Passage Hotel
Veterans Drive Charlotte Amali, St. Thomas
3.5 out of 5.0
3.2 out of 5 (77 reviews)

Situated in St. Thomas, this hotel is within a 10-minute walk of Magic Ice Gallery, Fort Christian, and Emancipation Garden. Blackbeard's Castle is 0.7 mi (1.2 ...

$118

$118
The Jamaica Pegasus Hotel
The Jamaica Pegasus Hotel
81 Knutsford Boulevard, Kingston
3.5 out of 5.0
3.5 out of 5 (10 reviews)

The hotel is in central Kingston, a 5-minute drive from National Heroes Park and The Bob Marley Museum, which is based in the former home of the legendary reggae ...

$300

$300
Renaissance Curacao Resort & Casino
Renaissance Curacao Resort & Casino
Baden Powelweg 1, Willemstad
4.0 out of 5.0
4.4 out of 5 (52 reviews)

A 5-minute walk from resort's historic Rif Fort, Renaissance Curacao Resort & Casino overlooks the warm waters of the Caribbean Sea from picturesque Willemstad. ...

$159

$159
Holiday Inn Express San Juan Condado
Holiday Inn Express San Juan Condado
1 Mariano Ramirez Bages, San Juan
3.0 out of 5.0
3.7 out of 5 (179 reviews)

Situated near the beach, this hotel is 0.1 mi (0.1 km) from Parque La Ventana al Mar and within 3 mi (5 km) of Puerto Rico Convention Center and Jose Miguel ...

$90

$90
Riu Palace Aruba All Inclusive
Riu Palace Aruba All Inclusive
J.E. Irausquin Blvd 79, Palm Beach
4.5 out of 5.0
4.2 out of 5 (287 reviews)

Facing the white sands of Palm Beach, this resort is in the high-rise hotel district on the west coast; the Bubali Bird Sanctuary is across the street, and the ...

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Experience Your Best Caribbean Vacation

No matter the tropical fix you seek, a Caribbean vacation will undoubtedly deliver. Surrounded by the Caribbean Sea, the glorious West Indies brings year-round sunshine, 28 unique island countries, and adventures for every age and desire.

Laze in pink or white sugar sands and dive world-famous treasures. Hike to towering waterfalls and secluded caves, or nap in a hammock. Shop in local markets, experience culinary gems, sail and golf.

From Jamaica, Puerto Rico and the Dominican Republic to Aruba, St. Lucia and Bermuda, Orbitz can help you narrow it down. Our Caribbean travel guide gives you the scoop on the best time to go, top 10 attractions and insider gems.

Best time to take a vacation to Caribbean

The Caribbean features a tropical climate with sunshine year-round, making a Caribbean vacation worthwhile no matter what time of the year. The region experiences dry and wet seasons, plus much warmer months, so the best time to visit boils down to whether you prefer perfect weather or lower hotel rates.

January to May tend to be drier months, and are more popular with travelers -- especially in January. From early spring through summer, more rain and hotter temperatures (plus cool trade winds) make this an ideal time to find great deals on a Caribbean vacation. Hurricane season officially spans from June through November, and early December is the best time to go for low hotel rates and few crowds.

Insider tips for Caribbean travel

Buy some bling in St. Martin

Buy some bling in St. Martin, where you’ll find some of the best deals on silver and gold in all of the duty-free Caribbean.

Eat at Scotchie’s in Montego Bay and Ocho Rios

Eat at Scotchie’s in Montego Bay and Ocho Rios for fantastic Jamaican jerk food, plus traditional fried dough and breadfruit.

Rent a scooter in Bermuda

Rent a scooter in Bermuda for great exploration, with stops in Dockyard, Hamilton City, St. George and the famous Swizzel Inn.

Try The Fish Fry restaurant in Nassau

Try The Fish Fry restaurant in Nassau near Arawak Cay for authentic Bahamian conch salad, fried fish and cold Kalik beer.

Do the Dolphin Cay Deep Water Swim at Atlantis

Do the Dolphin Cay Deep Water Swim at Atlantis and snorkel alongside a dolphin using your own water scooter.

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.