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 Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Greater Antilles Vacation

Open yourself to new adventures with a Greater Antilles vacation package. History and culture will be just a couple of the many highlights of your getaway. Start your trip to Greater Antilles by spending some time in Punta Cana, one of the best cities here. Expedia is a one-stop shop for organizing your Greater Antilles vacation. From accommodations and flights, to car rentals and activities, we're here to help you create a travel experience like no other.

The Latest Greater Antilles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 19

    Blue Seas Two Unity Hall + Flight

    Montego Bay
    4 nights
    3.0 star property
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • Nonstop
    CA $2,746
    CA $1,094
    per traveller
    found 1 day ago
    Blue Seas Two Unity Hall
  • Jan 28 - Jan 31

    Ocean Allure Eden Bay - Adults Only - All inclusive + Flight

    Falmouth
    3 nights
    5.0 star property
    8.4/10 - Very good (4,026 reviews)
    Roundtrip • Toronto (YTO) - Montego Bay (MBJ)
    YYZ - KIN • Nonstop KIN - YYZ • Nonstop
    CA $10,336
    CA $3,901
    per traveller
    found 1 day ago
    Ocean Allure Eden Bay - Adults Only - All inclusive
  • Jan 9 - Jan 16

    Viva Miches By Wyndham, A Trademark Resort + Flight

    Miches
    6 nights
    4.0 star property
    7.4/10 - Good (206 reviews)
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $3,689
    CA $1,513
    per traveller
    found 1 day ago
    Viva Miches By Wyndham, A Trademark Resort
  • Jan 15 - Jan 19

    Sunset at the Palms Resort - Adults Only - All Inclusive + Flight

    Negril
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "My husband booked this trip for my 50th birthday. When I arrived there were flowers, balloons and a birthday cake in the room! This place is amazing, we will be back in March!"
    Reviewed November 1, 2026
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • Nonstop
    CA $5,391
    CA $2,307
    per traveller
    found 1 day ago
    Sunset at the Palms Resort - Adults Only - All Inclusive
  • Jan 24 - Jan 31

    Ocean El Faro Resort - All Inclusive + Flight

    Uvero Alto
    6 nights
    5.0 star property
    8.4/10 - Very good (4,347 reviews)
    "We had an amazing time at Ocean El Faro! It was such a lovely family getaway, and we came home with wonderful memories. We enjoyed trying the different restaurants, and the steaks at the steakhouse were definitely our favourite! A special thank you to our butler, Hector, for taking care of us throughout our stay. He was a huge help with booking our restaurant reservations and was always there whenever we needed assistance. We did encounter a few problems with our room, but we truly appreciated..."
    Reviewed November 7, 2026
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $3,739
    CA $1,670
    per traveller
    found 4 hours ago
    Ocean El Faro Resort - 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.

Frequently Asked Questions

How much does a Greater Antilles vacation package cost?

The most affordable Greater Antilles vacation package is CA $1,094, so your dream vacation can become a reality — without spending a fortune. Combine flights, hotels, car rentals and more to custom build a package that's perfect for you.

How do I get a cheap travel package to Greater Antilles?

Booking a Greater Antilles vacation package with Expedia is a great way to save. We have over 550 air carriers and 1,000,000 hotels across the globe. With such a broad range to choose from, you'll have no issues pulling together your ideal adventure.

What are the top hotels in Greater Antilles?

Look up San Juan Airport Hotel and Condado Palm Inn San Juan, Tapestry Collection by Hilton. They're the first choice for many travelers to San Juan. If Punta Cana is on your itinerary, Riu Republica and Majestic Colonial Punta Cana are both popular options.

How far in advance should I book my Greater Antilles vacation?

The earlier, the better. Air carriers generally advertise flight tickets up to 12 months prior to departure, and this is an ideal opportunity to pick up some rock-bottom prices. Boss just told you to use up your vacation time next month? That's fine too — Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.

What does an Expedia Greater Antilles travel package include?

Expedia has everything you need to book your Greater Antilles trip, but how you structure your package is entirely up to you. Select from a combination of rental cars, hotels and flights. Looking for some activities to keep you entertained? Once you've made your booking, you can add them on too. No matter your style, there's a vacation package to meet your needs.

What should I know before booking a Greater Antilles travel package?

So many places to wander around, so many things to experience. With a package, you'll be able to afford more of them. Combine your flights, rental cars and hotels and make big savings.

Can I choose my airline with a Greater Antilles Expedia vacation package?

Definitely. Expedia has more than 550 airline partners to pick from around the globe. With so many choices, finding the perfect carrier to whisk you off to Greater Antilles shouldn't be hard.

If I'm not able to travel, can I cancel my Greater Antilles vacation package?

Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

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