Caribbean Vacations & Trips from $606

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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

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Punta Cana
A beach with clear turquoise water, white sand, and green foliage in the foreground.

St. Thomas

St. Thomas
A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

San Juan

San Juan
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
A cruise ship docked at a port with a clear blue sea and a small island in the background.

Nassau

Nassau
A tropical beach with turquoise waters, green hills, and a clear sky.

St. John

St. John
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.

Oranjestad

Oranjestad
Turquoise waters, green islands, and lush vegetation.

Providenciales

Providenciales
A sandy beach with clear blue water, palm trees, and people enjoying the beach.

Noord

Noord

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

Isla Verde
Save 100% on your flight
$606
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
10/10 Exceptional! (5 reviews)
This place is convenient, nice and clean. I will definitely revisit.

Reviewed on Sep 9, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

$1,375
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.4/10 Very Good! (3,952 reviews)
Coral Costa Caribe Beach Resort - All Inclusive

Coral Costa Caribe Beach Resort - All Inclusive

Villas Del Mar
Save 100% on your flight
$880
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Santo Domingo (SDQ)
8/10 Very Good! (2,692 reviews)
It was okay

Reviewed on Oct 3, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

Save 100% on your flight
$1,112
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,000 reviews)
Love the property and staff. Dining experiences were a nice surprise. Beach was a short walk and perfect. Fumigating with pesticides in the afternoon was a little unsettling. Overall a wonderful experience and hope to return some day

Reviewed on Oct 3, 2026

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

$1,312
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
9/10 Wonderful! (1,809 reviews)

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

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$419 nightly
$457 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"Absolutely beautiful hotel will definitely be back"

Reviewed on Oct 3, 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$274 nightly
$300 total
Oct 5 - Oct 6
Total with taxes and fees
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$162 nightly
$180 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (1,954 reviews)
"Great location! Walkable distance to the forts. The staff were very friendly."

Reviewed on Oct 3, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,673 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 $606. 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.

Stay near popular Caribbean attractions

A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 reviews)
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.
See properties
A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
See properties
A coastal town with a beach, clear blue waters, and a large hotel complex.

Grace Bay Beach

9.8/10 (5,552 reviews)
Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.
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A coastal resort area with a beach, clear turquoise waters, and a clear sky.

Punta Cana Beach

8.8/10 (30,329 reviews)
Nothing says vacation like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this relaxing area's seaside and enjoy its lively bars.
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A beach with palm trees, a lifeguard tower, and people walking along the shore.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
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A beach with palm trees and turquoise water.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says vacation like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the top-notch restaurants and great live music in this romantic area.
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A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says vacation like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.
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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.