A colorful street with pastel-colored buildings and a vintage green car parked on the side.
Photo by Hande Gokoglu
Open Photo by Hande Gokoglu

Greater Antilles Vacations from $644

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Top destinations in Greater Antilles

The Latest Greater Antilles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 3 - Sep 8

    Palm Green Vacations Whitesands + Flight

    Bávaro
    5 nights
    3.5 star property
    5.4/10 - (3 reviews)
    "I like this property. I had a problem with the lady renting me the apartment. It was a big property and I tried to get clarification but she was very un accommodating and rude. On day of check out I tried to ask why I was moved last minute as soon as I arrived to the country they changed my reservation and only told me once I arrived to property. The place was very beautiful but I was disappointed with the lady I communicated with. She was unprofessional and did not want to help at all "
    Reviewed April 1, 2022
    Roundtrip New York (EWR) - Punta Cana (PUJ)
    EWR - PUJNonstop PUJ - EWR1 stop
    $3,244
    $644
    per traveler
    found 2 days ago
    Palm Green Vacations Whitesands
  • Sep 30 - Oct 4

    Sunset Point 29 in West Bay + Flight

    Northwest Point
    4 nights
    2.0 star property
    Roundtrip New York (EWR) - Grand Cayman (GCM)
    EWR - GCM1 stop GCM - EWR1 stop
    $4,699
    $1,551
    per traveler
    found 1 day ago
    Sunset Point 29 in West Bay
  • Oct 16 - Oct 19

    Casa de Campo Resort and Villas + Flight

    La Romana
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,039 reviews)
    Roundtrip New York (EWR) - Punta Cana (PUJ)
    EWR - SDQNonstop SDQ - EWRNonstop
    $2,588
    $1,122
    per traveler
    found 2 days ago
    Casa de Campo Resort and Villas
  • Aug 30 - Sep 4

    Ocean Eden Bay - Adults Only - All inclusive + Flight

    Falmouth
    5 nights
    5.0 star property
    8.4/10 - Very Good (3,918 reviews)
    Roundtrip New York (EWR) - Montego Bay (MBJ)
    EWR - MBJNonstop MBJ - EWRNonstop
    $2,864
    $1,300
    per traveler
    found 2 days ago
    Ocean Eden Bay - Adults Only - All inclusive
  • Aug 30 - Sep 4

    Ocean Coral Spring - All Inclusive + Flight

    Falmouth
    5 nights
    5.0 star property
    8.4/10 - Very Good (4,223 reviews)
    "I wish I was able to choose 0 star, this was by far the worst resort that I have booked from Expedia. Let alone, it took 4 hours to even obtain a room when check in is scheduled for 3pm. Then when we arrived to the room, dirty linens, damaged furniture & rude customer service. The room was eventually replaced after another 2-3 hours. It’s was sad enough that as a guest kindness & patience got me nowhere. I stood at the counter for an HOUR before I was even acknowledged. Guest services, I really..."
    Reviewed July 29, 2026
    Roundtrip New York (EWR) - Montego Bay (MBJ)
    EWR - MBJNonstop MBJ - EWRNonstop
    $2,632
    $1,243
    per traveler
    found 2 days ago
    Ocean Coral Spring - All Inclusive

Discover the most popular places to visit in Greater Antilles

Greater Antilles Hotel Deals

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