All inclusive caribbean vacation packages with airfare

Southwest Vacations® provides the best all-inclusive vacations to Mexico and the Caribbean.

Have you ever booked an all-inclusive vacation package? You should. It’s the perfect way to indulge at luxurious hotels and savor delicious dining, refreshing drinks, first-class service, exhilarating entertainment, beach fun, and all the on-site activities you can imagine. And did we mention everything’s included at no additional cost? Because it is. Just check out our fabulous all-inclusive resorts and destinations to discover it for yourself.

Mexico and the Caribbean offer way more than spectacular ocean views. While paradise may be waiting around every turn, so are great deals on all-inclusive vacations. From the gorgeous beaches of Cancun to the laid back vibes of Jamaica, Southwest Vacations certainly knows a thing or two about all-inclusive vacation packages.

If we’ve sparked your interest in an all-inclusive vacation package, you can discover even more below.

Search vacation packages deals in Caribbean's top destinations

Caribbean flight + hotel vacation packages

All inclusive caribbean vacation packages with airfare

Hyatt Residence Club Dorado, Hacienda Del Mar

Sabana

Price was $1,213, price is now $591 per person

per person

Jan 22 - Jan 25

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy a day at the beach surfing, or relax with sun loungers. Families will appreciate the children's pool and onsite laundry facilities.

All inclusive caribbean vacation packages with airfare

Sandy Haven Resort

Price was $1,299, price is now $858 per person

per person

Jan 21 - Jan 26

Roundtrip non-stop flight included

Atlanta (ATL) to Montego Bay (MBJ)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this boutique hotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

All inclusive caribbean vacation packages with airfare

OLV Hotel - Adults Only

Condado

Save 100% on your flightPrice was $1,008, price is now $678 per person

per person

Jan 22 - Jan 25

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

This Art Deco hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and laundry facilities.

All inclusive caribbean vacation packages with airfare

Save 100% on your flightPrice was $953, price is now $645 per person

per person

Dec 21 - Dec 28

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

Free WiFi in public areas, a terrace, and luggage storage are available at this hotel. Enjoy the free continental breakfast each morning. Multilingual staff can provide around-the-clock assistance and laundry facilities are on offer.

All inclusive caribbean vacation packages with airfare

Condado Lagoon Villas at Paseo Caribe

San Juan Antiguo

Save 100% on your flightPrice was $594, price is now $409 per person

per person

Jan 16 - Jan 21

Roundtrip flight included

Newark (EWR) to San Juan (SJU)

This property features an outdoor pool and a gym. Enjoy the spa tub and perks like free WiFi. A terrace, a garden, and a picnic area are also on offer.

Top Caribbean hotels deals

All inclusive caribbean vacation packages with airfare

Hotel El Convento

100 Cristo St, San Juan, 00901

Free Cancellation

Reserve now, pay when you stay

The price is $203 per night

$203

per night

Nov 21 - Nov 22

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

All inclusive caribbean vacation packages with airfare

Sheraton Old San Juan Hotel

100 Brumbaugh Street, San Juan, 00901

Free Cancellation

Reserve now, pay when you stay

The price is $143 per night

$143

per night

Nov 29 - Nov 30

This hotel features an outdoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the spa tub, bar/lounge, and laundry facilities.

All inclusive caribbean vacation packages with airfare

The Reef at Atlantis

Paradise Beach Drive, Paradise Island, New Providence

This luxury resort features a private beach, free water park access, and a casino. Enjoy a day at the beach snorkeling, or relax with sun loungers. Bring the family and enjoy the lazy river, children's club, and children's pool.

All inclusive caribbean vacation packages with airfare

Boutique Hotel Palacio

Calle Duarte 106, Santo Domingo, Distrito Nacional, 10211

Free Cancellation

Reserve now, pay when you stay

The price is $105 per night

$105

per night

Nov 14 - Nov 15

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the sauna and free perks like continental breakfast and free self parking.

All inclusive caribbean vacation packages with airfare

Comfort Suites Paradise Island

Paradise Island Drive, Paradise Island, New Providence

The price is $251 per night

$251

per night

Nov 14 - Nov 15

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the swim-up bar and enjoy free perks like full breakfast and free self parking.

All inclusive caribbean vacation packages with airfare

The Royal at Atlantis

Paradise Beach Drive, Paradise Island, New Providence

This smoke-free resort features a private beach, free water park access, and a casino. Enjoy a day at the beach snorkeling, or relax with sun loungers. There's fun for all ages with a lazy river and a children's club, and in-room childcare is an added bonus.

Don't see what you're looking for?

See all available properties in Caribbean

View all properties

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.

What month is the cheapest to go to the Caribbean?

The cheapest time to go to the Caribbean is during the low season, which generally runs from May through August. The cheapest months are May and June. If you do not mind some rain showers during your vacation, you can score great deals for a Caribbean vacation.

Where can I book cheap all

The 10 Best Websites for All-Inclusive Vacation Packages & Deals....
CheapCaribbean.com..
CheapTickets..
Apple Vacations..
All Inclusive Outlet..
Expedia..
American Airlines Vacations..
Kayak..
Funjet Vacations..

Does an all

Technically an all inclusive vacation is one where you pay one price up front that includes flights/all transportation, accommodations, meals, drinks and activities.

Where can I find good all

Expedia is one of the most well-known sites to book all-inclusive vacations. It's one of the best because it provides many bundle options, such as flight/hotel, flight/hotel/car, hotel/car, or flight/car. Expedia also offers trips to almost everywhere with reasonable pricing.