Greater Antilles Vacations from $239

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.