Caribbean Vacations & Trips from $759

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Explore Caribbean vacation packages for unforgettable moments

Get ready for a breathtaking journey through the Caribbean, where idyllic beaches, vibrant cultures, and lush landscapes await. This guide to the top vacation destinations in the Caribbean promises an unrivaled escape into paradise. Whether you're looking to unwind on the serene sands of the BahamasOpens in a new window, revel in the cultural festivities of JamaicaOpens in a new window, or explore the historic richness of Puerto RicoOpens in a new window, there's a perfect Caribbean vacation deal for everyone. Explore these enchanting Caribbean vacation destinations and find your ideal spot for relaxation, adventure, or both in this sun-kissed region.

Top destinations in Caribbean

Bayahibe Beach featuring general coastal views
FlightsFlightsHotelsHotels

Punta Cana

Punta Cana

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall

Blue Seas Two Unity Hall

3 out of 5
Price was $2,147, price is now $759 per person
$759
per person
Feb 23 - Feb 28
found 2 days ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
No reviews
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $2,008, price is now $804 per person
$804
per person
Mar 28 - Apr 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
Staff was excellent great morning breakfast very accommodating and knowledgeable about the area room was a bit small but we made the most of it and for future guests if you rent a car rent the smaller car if you've never driven in San Juan it's very tight compared to other streets back in the US overall would definitely book again for a great stay

Reviewed on Jan 18, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was $2,712, price is now $1,224 per person
$1,224
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.6/10 Excellent! (5,147 reviews)
Everything was amazing, food, entertainment and service

Reviewed on Jan 20, 2026

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $2,672, price is now $1,210 per person
$1,210
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.8/10 Excellent! (2,062 reviews)
Staff beyond amazing!!!!! Food even at the buffet was amazing and tasteful. So many options to pick from. The beach was clean and beautiful.

Reviewed on Jan 19, 2026

Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Price was $4,066, price is now $1,872 per person
$1,872
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.6/10 Excellent! (1,004 reviews)
Room was cleaned daily. Evening shows were amazing as they reflect Jamaica. Most of the staff were courteous, but some staff who work in the buffet and restaurants (mostly females) were unfriendly and unwelcoming. We loved fitness classes taught by "Happy Feet". It would be great if you add at least one more class of Riumba per week and /or dance lessons.

Reviewed on Jan 8, 2026

Best Places to Vacation in Caribbean

Things to do in Caribbean

The Caribbean offers a perfect blend of relaxation and adventure, featuring wellness retreats that rejuvenate the spirit. Visitors can engage in various activities such as snorkeling, sailing, and vibrant cultural festivals showcasing local traditions. Explore stunning hiking routes through lush landscapes and discover scenic parks perfect for unwinding amidst nature. Each island presents a unique experience that captures the essence of paradise.

Shopping

At Renaissance Mall Aruba, enjoy a vibrant atmosphere with entertainment and family-friendly options. For a unique experience, visit the Straw Market, where you can find local crafts and souvenirs. Don't miss Distrito T-Mobile for a mix of shopping and city vibes, perfect for families and business travelers alike.

Recreation

Experience the El Conquistador Golf Course, where you can enjoy a round of golf amidst breathtaking Caribbean scenery. For relaxation, visit Scape Park, a serene haven offering wellness activities like yoga and nature walks. Lastly, catch an exciting event at the National Stadium, perfect for sports enthusiasts.

Adventure

Experience the thrill of Sirenis Aquagames Water Park with its exciting slides and family-friendly attractions. Discover adventure at Mystic Mountain, where you can zip line through lush landscapes. Swim with graceful stingrays at Stingray City, combining underwater exploration with exhilarating sports vibes.

Nightlife

In the Caribbean, experience vibrant nightlife at Coco Bongo Punta Cana, where romance and city vibes collide with thrilling entertainment. Visit Floyd's Pelican Bar and Magic Ice Gallery for a laid-back atmosphere, offering drinks and a lively ambiance perfect for enjoying the local nightlife.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Caribbean

The Caribbean is a vibrant paradise featuring stunning beaches, picturesque bays, and historic churches, perfect for travelers seeking culture and outdoor experiences. With a variety of attractions and activities, visitors can explore beautiful destinations while enjoying the sun and sea. Consider looking into Caribbean vacation packages to enhance your experience and make the most of your trip to this idyllic region.

  • Eagle Beach: Experience the serene beauty of Eagle Beach, known for its soft white sands and crystal-clear waters. This beach offers a relaxing atmosphere, perfect for sunbathing, swimming, and enjoying stunning sunsets.
  • El Yunque National Forest: Immerse yourself in the lush greenery of El Yunque National Forest, where you can hike through scenic trails, discover waterfalls, and spot diverse wildlife. It's an eco-friendly paradise for nature lovers and adventure seekers alike.
  • Magens Bay Beach: Enjoy the picturesque views at Magens Bay Beach, a stunning bay with calm waters ideal for swimming and water sports. The surrounding scenery and beach ambiance make it a perfect spot for relaxation and outdoor fun.

Best time to go to Caribbean

The best time to visit Caribbean can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Caribbean falls in September, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Caribbean falls in November, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No RainMostly SunnySlightly HighAverage
February78.8°F (26.0°C)No RainMostly SunnyAverageSlightly High
March79.2°F (26.200000000000003°C)No RainMostly SunnyAverageSlightly High
April80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
August82.8°F (28.200000000000003°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
December79.5°F (26.4°C)No RainMostly SunnyAverageSlightly High

Tips to save on your trip to Caribbean

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Caribbean during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

An image of bahamas

Find fun in the sun with Bahamas vacation packages

The Bahamas are a popular vacation destination for people all throughout the states, thanks to the islands' tropical climates. What was once a pirate cove has since become home to luxury resorts and beachfront experiences defined by welcoming turquoise waters you won't want to miss out on. Plus, you'll find numerous watersports available here if you want to add some more thrills to your vacation.

An image of us virgin islands

Relax with US Virgin Islands vacation packages

When you visit the US Virgin Islands, you'll find yourself in a Caribbean paradise. Much of the island is developed with travelers in mind, which is quite luxurious. Yacht charters are common here, but you can also simply relax at the beach. The islands are also known for rum distilling, so be sure to try out the local recipe during your visit.

An image of jamaica

Explore the island with Jamaica vacation packages

Jamaica is an exciting country that offers stunning cityscapes, welcoming beaches, and impressive natural features. In cities like Kingston, you'll find fascinating museums and delicious food, but that's just the beginning. The beaches have all the Caribbean flair you might expect, but inland adventure is also available. The dense forests are home to diverse wildlife, and you can see it all by trekking through on a hike.

An image of puerto rico island

Enjoy relaxation and adventure with a Puerto Rico Island vacation

Puerto Rico Island is packed full of fun things to do, whether you're interested in history, relaxation, or adventure. The beaches here are some of the best in the world, allowing for swimming, snorkeling, and water sports like jet skiing. The history here is well preserved and lets you see old examples of colonial architecture as well as forts that are still standing.

Find the Best Caribbean Vacation Packages

Why visit Caribbean

Underwater adventures 
In the Caribbean's crystal-clear waters, thrill-seekers have endless opportunities for snorkeling, scuba diving, and parasailing. Explore the vibrant coral reefs teeming with colorful fish and encounter exotic marine life. Each dive promises a unique and memorable adventure.  

Cultural festivals 
Participate in vibrant local festivals like Trinidad's Carnival or Barbados's Crop Over. These events showcase music, dance, and cuisine, offering a glimpse into the Caribbean's joyous spirit and creativity. Enjoy the lively traditions and colorful atmosphere that define these cultural celebrations.  

Caribbean cuisine 
No Caribbean trip is complete without savoring the region's diverse flavors. From Jamaica's spicy jerk chicken to the fresh seafood of the Grenadines, each meal offers a unique taste adventure. Experience the culinary diversity that makes Caribbean cuisine truly unforgettable.  

Caribbean cuisine 
No Caribbean trip is complete without savoring the region's diverse flavors. From Jamaica's spicy jerk chicken to the fresh seafood of the Grenadines, each meal offers a unique taste adventure. Experience the culinary diversity that makes Caribbean cuisine truly unforgettable.  

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$438 nightly
The price is $478 total per night from Jan 26 to Jan 27
$478 total
Jan 26 - Jan 27
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Room was a little small.

Reviewed on Jan 14, 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $267 total per night from Jan 21 to Jan 22
$267 total
Jan 21 - Jan 22
Total with taxes and fees
8.6/10 Excellent! (2,181 reviews)
Boring, predictable -

Reviewed on Jan 19, 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $282 total per night from Feb 3 to Feb 4
$282 total
Feb 3 - Feb 4
Total with taxes and fees
9/10 Wonderful! (1,469 reviews)
Excelent

Reviewed on Jan 19, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
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Frequently asked questions

How much does a Caribbean vacation package cost?
Custom make your Caribbean vacation package from only $759. Choose from any combination of rental cars, flights and hotels to create the getaway you've been dreaming about. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Caribbean?
Search for flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with a Caribbean vacation package. It's that simple! From hotels and flights to activities and rental cars, Expedia makes traveling on a budget easy. And with more than 550 air carriers and 1,000,000 hotels all over the world to pick from, you won't be short of choice.
How far in advance should I book my Caribbean vacation?
While not all air carriers advertise ticket prices early, customers are usually able to start comparing international flights on Expedia up to 12 months in advance. This is the time you can bag some fantastic deals. If you're booking late, you may still be in luck. Sometimes the lowest prices emerge just weeks prior to departure.
What does an Expedia Caribbean travel package include?
It comes down to what you're looking for. If you're traveling alone, you might decide to combine hotels and flights. Taking the entire family to Caribbean? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Caribbean travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and enjoy fantastic discounts. You're not restricted to hotels, however. We have beachside condos, creek-side mountain cabins and even treehouses and ranches!
Can I choose my airline with a Caribbean Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
Does Expedia offer Book Now, Pay Later Caribbean vacation packages?
Your bank balance shouldn't stop you from having a fabulous vacation, so Expedia has devised a solution to help. Thanks to our partnership with online lender Affirm, it's easier than ever to book an amazing getaway that won't hurt your savings. Simply Book Now, Pay Later and take the financial stress out of planning for your journey.
If I'm not able to travel, can I cancel my Caribbean vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Caribbean vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your travel plans unexpectedly change, browse our Customer Service Portal for more information.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.