Greater Antilles Vacations from $209
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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.
SIRTAJ - Beverly Hills
South of Wilshire
$884
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8/10 Very Good! (1,016 reviews)
Hotel in the heart of Beverly Hills, decent prices, great A/C,super convenient location if you don't have a car, otherwise get ready to pay 50dls a night for parking. There are a few options but demands a lot of attention to your car.
Reviewed on Oct 6, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$9,600
per person
Dec 11 - Dec 15
found 20 hours ago
Roundtrip flight included
Dallas (DAL) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
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View all tripsStay near popular Greater Antilles attractions
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.
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.
Luquillo Beach
9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
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.
El Yunque National Forest
9.2/10 (3,268 reviews)
This tropical rainforest offers many great hiking options, including stunning mountain views and beautiful waterfalls.
Seven Mile Beach
9.4/10 (4,950 reviews)
With beach parties, Caribbean food, reggae, shady palm trees and pristine blue water, this is the perfect place to experience tropical Jamaica in style.
Condado Beach
9.0/10 (15,686 reviews)
This beach within the bustling city of San Juan is the perfect place to relax for a few hours.
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.
Greater Antilles Hotel Deals
Wyndham Alltra Punta Cana All-Inclusive Resort
Playas Uvero Alto Punta Cana La Altagracia
Fully refundableReserve now, pay when you stay
$247 nightly
$247 total
Oct 7 - Oct 8
Total with taxes and fees
8.8/10 Excellent! (1,535 reviews)
"La habitación que me tocó, olía a cucarachas y el baño no bajaba bien, lo reporte y se me indicó que iba a pasar un personal de mantenimiento y le iban a dar una limpieza profunda al baño, nunca pasó nadie y tampoco, me dieron respuesta nunca, y lo reporte tres veces. Y nadie hizo nada. En los snack ..."
Reviewed on Oct 6, 2026
Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore Montego Bay Saint James
8.6/10 Excellent! (5,612 reviews)
"What an experience!! I chose this resort to celebrate my 21st birthday and it was truly perfect.. no complaints! The food was good, the pools and beach were beautiful, excursions are so easily accessible due to scouts standing right by the entrance, the drinks were great! I truly had an amazing time. ..."
Reviewed on Oct 6, 2026
Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693 Vega Alta
Fully refundable
$153 nightly
$167 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (4,082 reviews)
"."
Reviewed on Oct 6, 2026
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.
Find the Best Greater Antilles Vacation Packages
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Frequently asked questions
How do vacation package prices compare across popular destinations in the Greater Antilles?
San Juan offers some of the lowest typical prices for a week-long Greater Antilles vacation package, while Punta Cana and Montego Bay have similar typical prices.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Greater Antilles vacation package?
When you bundle, you can save up to 30%*. To save money on a Greater Antilles package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Greater Antilles vacation package?
A Greater Antilles vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Punta Cana, San Juan, or Montego Bay. These destinations are primarily known for their beaches, and many hotels are located right on the waterfront.In Punta Cana, most hotels offer airport shuttle service to and from Punta Cana International Airport (PUJ), and most also include free breakfast. In San Juan, nearly all hotels provide airport shuttle service to and from Luis Muñoz Marín International Airport (SJU), while about half include free breakfast. For Montego Bay, most hotels offer airport shuttle service to and from Sangster International Airport (MBJ), and most also provide free breakfast.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
Which destinations in the Greater Antilles offer the best-value vacation package deals?
Santo Domingo, San Juan, and Carolina are some of the top destinations for cheap Greater Antilles vacation package deals. For an affordable weekend getaway, Santo Domingo is often among the most budget-friendly options, with package prices starting around $380 per adult. For notable bundle savings, Carolina is often among the best options, with flight-and-hotel bundles saving around $160 per adult.Browse cheap vacation packages in the Greater Antilles on Expedia to compare current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
When is the best time to visit the top destinations in the Greater Antilles?
The best time for a Greater Antilles vacation package depends on which destination you choose.Punta Cana is busiest in July and December, with highs around 85°F in July and 82°F in December. If you'd prefer fewer crowds, January is quieter, with highs around 81°F.San Juan sees peak visitors in December, July, and March; December highs are around 81°F, and July highs are around 86°F. The Fiestas de la Calle also take place in January. For a quieter trip, October is a good option, with highs around 86°F.Montego Bay is most popular in December and June, when highs are around 82°F and 86°F respectively. If you'd prefer fewer visitors, January is quieter, with highs around 81°F.Falmouth experiences its highest demand in July, August, and June, with highs reaching around 86°F in July and 87°F in August. For a quieter experience, January and February are good choices, with highs around 81°F and 82°F respectively.
What package types are available across the top destinations in the Greater Antilles?
The Greater Antilles vacation package options span a variety of travel styles across its popular destinations like Punta Cana, San Juan, and Sosúa:
- All-inclusive: In Punta Cana, the 5-star Grand Palladium Palace Resort Spa & Casino, rated 7.9 out of 10 by travelers, offers a game room and is often praised for its amazing location.
- Family: Punta Cana also features the 5-star Paradisus Palma Real Golf & Spa Resort All Inclusive, rated 8.3 out of 10 by travelers, which provides a kids club and is frequently highlighted for its incredible food.
- Luxury: For a high-end stay in Punta Cana, consider the 5-star Zoetry Agua Punta Cana, rated 9.3 out of 10 by travelers, which includes a hot tub and spa, with travelers often praising the incredible staff.
- Couples: In San Juan, the 4.5-star Caribe Hilton, rated 8 out of 10 by travelers, is a strong choice for couples with its hot tub and playground, and travelers frequently praise the fantastic staff.
- Budget: Sosúa offers budget-friendly options like B&B El Mirador al Mar, rated 9.1 out of 10 by travelers, which includes a playground and spa.
Which destinations should I consider for a Greater Antilles vacation?
For your Greater Antilles vacation, consider these destinations based on your travel style:
- Punta Cana: A popular package base, ideal for beach lovers and those seeking all-inclusive resorts, outdoor activities, and a lively atmosphere.
- San Juan: Perfect for travelers who enjoy a mix of beaches, city attractions, and cultural experiences, with options suitable for families.
- Montego Bay: A strong choice for beach-focused trips, offering outdoor activities, family-friendly resorts, and cultural insights.
- Sosúa: This town is known for its family-friendly attractions and beaches, making it a good lodging base for a relaxed getaway or romantic trip.
Is Greater Antilles better suited for a beach vacation or a cultural trip?
A Greater Antilles vacation offers a strong blend of both beach and cultural experiences, making it suitable for various travel styles.Many destinations, such as Punta Cana and Montego Bay, are primarily known for their beautiful beaches and outdoor activities, providing ample opportunities for sun-and-sand getaways. Cities like San Juan and Santo Domingo also feature beaches but are equally rich in city and urban attractions, offering a deeper dive into local culture and history, such as San Juan's historic Port of San Juan or Santo Domingo's Malecon.Whether you're seeking relaxation on the sand or exploring historic sites, the Greater Antilles can cater to your preference.
Which airports serve the main destinations in the Greater Antilles?
Several international airports serve the main destinations for a Greater Antilles vacation, providing convenient access to the islands.For the Dominican Republic, Punta Cana International Airport (PUJ) serves Punta Cana, while Las Américas International Airport (SDQ) is the gateway to Santo Domingo. In Puerto Rico, Luis Muñoz Marín International Airport (SJU) serves San Juan and Carolina. For Jamaica, Sangster International Airport (MBJ) provides access to Montego Bay and Falmouth.
What are the top things to do across the destinations in the Greater Antilles?
A Greater Antilles vacation offers diverse experiences across its many destinations, from vibrant city life to stunning natural wonders:Browse and book things to do in the Greater Antilles on Expedia.
Which destinations in the Greater Antilles have all-inclusive resorts?
You'll find all-inclusive resorts in the Greater Antilles across several of its popular destinations, bookable as part of a Greater Antilles vacation package:Several of the all-inclusive resorts in the Greater Antilles have a pool, and there are also cheaper all-inclusive options available.Browse all-inclusive resorts in the Greater Antilles on Expedia to compare.
Are there family vacation packages in the Greater Antilles with kid-friendly amenities?
Family vacation packages in the Greater Antilles can feature resorts with a range of kid-friendly amenities across its popular destinations:
- Nickelodeon Hotels & Resorts Punta Cana, Gourmet All Inclusive by Karisma: In Punta Cana, this 5-star resort offers a kids club and indoor pool, with travelers often praising the spacious rooms.
- The Condado Plaza Hotel: In San Juan, this 4-star hotel provides a playground and kitchen, and travelers frequently praise the staff.
- Half Moon: In Montego Bay, this 5-star property includes a game room and kids club, with travelers often praising the attentive staff.
- Residence Inn by Marriott San Juan Isla Verde: In Carolina, this 3.5-star hotel features family rooms and a kitchen, and travelers frequently highlight the awesome rooms.
- Garden by the Sea: In Sosúa, this 3.5-star property offers a waterpark and family rooms, with travelers frequently praising the excellent staff.
What luxury vacation packages are available in the Greater Antilles?
Luxury Greater Antilles vacation packages can be built around high-end resorts in several of its popular destinations:Most Greater Antilles vacation packages pair the hotel with flights. Browse luxury vacation packages in the Greater Antilles on Expedia to compare options.
Which destinations in the Greater Antilles have adults-only resorts?
Several destinations in the Greater Antilles have adults-only resorts that you can book as part of a Greater Antilles vacation package:Browse adults-only resorts in the Greater Antilles on Expedia to compare.
When should I book vacation packages for the top destinations in the Greater Antilles?
Booking times for a Greater Antilles vacation package vary by destination, with most travelers booking around 5 to 8 weeks before departure.Travelers tend to book trips to these destinations most often in March, from June to August, and in October and November. If you're planning a spontaneous getaway, Expedia also offers last-minute Greater Antilles vacation packages.
How many days do you need for a Greater Antilles vacation?
Most Greater Antilles vacation packages last around 4 to 5 days, but the ideal trip length depends on where you're going and what you'd like to experience.Punta Cana, known for its beautiful beaches and outdoor activities, is well-suited for a trip of around 5 days, with week-long stays being the most popular choice for travelers looking to enjoy Punta Cana Beach.San Juan, a vibrant city with beaches and family-friendly attractions, is often visited for around 4 days. Week-long stays are common, and nearly a third of travelers also opt for weekend trips, allowing time to explore Condado Beach.Montego Bay, a destination celebrated for its beaches and outdoor adventures, typically sees visitors staying for around 4 days. Week-long trips are most popular, though some travelers also choose weekend getaways to experience sights like Doctor's Cave Beach.
Can I change or cancel my Greater Antilles vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Greater Antilles vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Greater Antilles vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Greater Antilles vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Greater Antilles?
To find last-minute vacation packages to Greater Antilles, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Greater Antilles vacation packages?
Free cancellation on a Greater Antilles vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Greater Antilles vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Greater Antilles getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Greater Antilles vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
