Caribbean Vacations & Trips from $601

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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

Condado Beach which includes general coastal views and a coastal town
FlightsFlightsHotelsHotels

San Juan

San Juan

The Latest Caribbean Vacation Packages

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

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Price was $1,218, price is now $601 per person
$601
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9/10 Wonderful! (100 reviews)
Me encanto todo. Loca de volver nuevamente.

Reviewed on Oct 27, 2025

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

4 out of 5
Price was $3,160, price is now $1,383 per person
$1,383
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Nassau (NAS)
8/10 Very Good! (3,308 reviews)
grease food at the main restaurants. Should be better.

Reviewed on Oct 29, 2025

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $10,226, price is now $4,661 per person
$4,661
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on May 1, 2025

Coral Costa Caribe Beach Resort - All Inclusive

Coral Costa Caribe Beach Resort - All Inclusive

4 out of 5
Villas Del Mar
Price was $2,734, price is now $1,296 per person
$1,296
per person
Jan 11 - Jan 18
found 10 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santo Domingo (SDQ)
7.8/10 Good! (2,435 reviews)
Was a lovely stay even in the midst of a tropical storm Staff were friendly and engaging

Reviewed on Oct 27, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,458, price is now $694 per person
$694
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9.2/10 Wonderful! (542 reviews)
Excelente servicio de los que trabajan en el lugar , ayudan con cualquier duda, muy amables. Regresaré a Ola boutique hotel el próximo año.

Reviewed on Oct 27, 2025

Best Places to Vacation in Caribbean

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

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.  

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 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
The price is $315 total per night from Oct 30 to Oct 31
$315 total
per night
Oct 30 - Oct 31
8.8/10 Excellent! (1,006 reviews)
A beautiful hotel next to the cathedral and small park. In Old San Juan within walking distance to the waterfront, fortress and wonderful restaurants.

Reviewed on Oct 25, 2025

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
The price is $315 total per night from Nov 19 to Nov 20
$315 total
per night
Nov 19 - Nov 20
8.6/10 Excellent! (2,000 reviews)
Rooms were nicely appointed but small. Ocean view was less than desirable. Hotel was very elegant.

Reviewed on Oct 27, 2025

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
The price is $154 total per night from Oct 30 to Oct 31
$154 total
per night
Oct 30 - Oct 31
9/10 Wonderful! (1,233 reviews)
Very updated hotel! Bartender was amazing. Front desk was amazing Area is in the heart of everything Close by shopping and dinning Close to port and airport

Reviewed on Oct 26, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,202 properties in Caribbean
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.
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Frequently asked questions

How much does a Caribbean vacation package cost?
Custom make your Caribbean vacation package from only $601. 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.