Trunk Bay which includes island views

Caribbean Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Deluxe Suite | 1 bedroom, premium bedding, blackout drapes, iron/ironing board
    Feb 21 - Feb 26

    The Oliver Hotel

    San Juan Antiguo
    3.0 star property
    9.0 Wonderful (52)
    "Excelente habitación!!! Muy espaciosa y cómoda. Muy buena localización."
    Roundtrip New York (EWR) - San Juan (SJU)
    EWR - SJUNonstop SJU - EWRNonstop
    per traveler
    found 1 day ago
    The Oliver Hotel
  • Private beach, white sand, sun loungers, beach umbrellas
    Feb 19 - Feb 24

    Sunset at the Palms Resort - Adults Only - All Inclusive

    Negril
    4.5 star property
    9.0 Wonderful (1,004)
    "It was definitely a great experience with friendly staff and great food highly recommended.."
    Roundtrip New York (EWR) - Montego Bay (MBJ)
    EWR - MBJ1 stop MBJ - EWR1 stop
    $4,191
    $1,522
    per traveler
    found 1 day ago
    Sunset at the Palms Resort - Adults Only - All Inclusive
  • Exterior
    Feb 21 - Feb 26

    Ola Boutique Hotel

    Condado
    4.5 star property
    9.2 Wonderful (612)
    "The hotel had a great location, super close to great restaurants. Staff was really friendly and the welcome drinks were a great start to our vacation. Breakfast was delicious! Very happy with our choice to stay here!"
    Roundtrip New York (EWR) - San Juan (SJU)
    EWR - SJUNonstop SJU - EWRNonstop
    per traveler
    found 1 day ago
    Ola Boutique Hotel
  • 2 outdoor pools, open 8:00 AM to 6:00 PM, cabanas (surcharge)
    Feb 16 - Feb 20

    Ocean Coral Spring - All Inclusive

    Falmouth
    5.0 star property
    8.4 Very Good (3,965)
    "Beautiful place and great staff. "
    Roundtrip New York (EWR) - Montego Bay (MBJ)
    EWR - MBJNonstop MBJ - EWRNonstop
    per traveler
    found 1 day ago
    Ocean Coral Spring - All Inclusive
  • Presidential Penthouse | Premium bedding, pillowtop beds, in-room safe, individually decorated
    Feb 21 - Feb 26

    Hotel Puerto Valdes

    San Juan Antiguo
    4.0 star property
    8.8 Excellent (505)
    "Very modern and clean. We stayed in the penthouse that is extremely spacious. Attentive staff and welcoming. "
    Roundtrip New York (EWR) - San Juan (SJU)
    EWR - SJUNonstop SJU - EWRNonstop
    per traveler
    found 1 day ago
    Hotel Puerto Valdes

Caribbean Hotel Deals

Showing deals for:Dec 12 - Dec 14

Frequently Asked Questions

How much does a Caribbean vacation package cost?

Custom make your Caribbean vacation package from only . 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.