Jamaica Vacation Packages
Curated Hotels & Services
Best Jamaica Vacation Packages
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Montego Bay Escape
Take Jamaica in your hands, with this unforgettable holiday package. Visit Montego Bay, on Jamaica’s north coast and major cruise ship port. Spend your days soaking in the glorious sunshine on one of its main beaches; like: Doctor’s Cave Beach and Walter Fletcher Beach, as well as other outdoor activities, such diving and snorkeling, at the coral reefs protected waters.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into and out of Montego Bay
- Transfer from Montego Bay Airport to Hotel
- Hotel for 4 nights in Montego Bay
- Transfer from Hotel to Montego Bay Airport
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Negril Escape
4 nights from $839*
2 Customer ReviewsTrip masters has been great- from putting together great deals to the agents that helped me make some modifications after we booked. I have already been recommending to friends and family! Given I had very little control over my booking without paying a lot more (ie airline seating), the team at Tripmasters did well for our family of 5. The only suggestion I could offer would be the website. I think if it had some algorithm or ability to look at some flexible options around our booking times that would take it to the next level. I was able to punch in different dates and expand/shrink our trip, but each time is a new trip iteration. I’d love to be able to provide the ballpark time and allow it to optimize travel windows and costs- but overall this is a minor suggestion for improving.
Negril Escape
Take Jamaica in your hands, with this unforgettable holiday package. Visit Negril, a small beach resort town, known for its miles of sandy beaches and shallow bays, and Skylark is located on one of the most famous.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into and out of Montego Bay
- Transfer from Montego Bay Airport to Hotel in Negril
- Hotel for 4 nights in Negril
- Transfer from Hotel in Negril to Montego Bay Airport
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Ocho Rios Escape
With beautiful landscapes, Jamaica is a marvelous escape. Visit Ocho Rios a port town on the north coast of Jamaica, affectionately called 'Ochi', it’s now a resort with a cruise ship harbor and a busy bay beach that’s lined. Is probably best known for its use in Dr No, the very first James Bond film, released in 1962.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into and out of Montego Bay
- Transfer from Montego Bay Airport to Hotel in Ocho Rios
- Hotel for 4 nights in Ocho Rios
- Transfer from Hotel in Ocho Rios to Montego Bay Airport
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Runaway Bay Escape
A truly Caribbean holiday awaits you in this package in the amazing Jamaica, visiting one of its main destinations. Explore Runaway Bay, a paradise with beautiful white sandy beaches, turquoise water, and its caves, like Green Grotto, and surrounded by big resorts and outdoor leisure activities.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into and out of Montego Bay
- Transfer from Montego Bay Airport to Hotel in Runaway Bay
- Hotel for 4 nights in Runaway Bay
- Transfer from Hotel in Runaway Bay to Montego Bay Airport
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Find a package. We have many more!
Highlights & Attractions
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Jamaica Suggested Vacation Packages
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Miami and Montego Bay by Air
6 nights from $1,699*
Explore this lovely cities in Florida and Jamaica with nearly endless opportunities to experience culture, excitement and beauty. Combine Miami (the city and the metropolitan area are well known for its beaches, such as Miami Beach and South Beach) and Montego Bay (the capital of Saint James Parish on Jamaica’s north coast, is a major cruise ship port). These destinations are connected by flights.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Miami and Montego Bay by Air
Explore this lovely cities in Florida and Jamaica with nearly endless opportunities to experience culture, excitement and beauty. Combine Miami (the city and the metropolitan area are well known for its beaches, such as Miami Beach and South Beach) and Montego Bay (the capital of Saint James Parish on Jamaica’s north coast, is a major cruise ship port). These destinations are connected by flights.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Miami and out of Montego Bay
- Transfer from Montego Bay Airport to Hotel
- Hotel for 3 nights in Miami
- Flight from Miami to Montego Bay
- Hotel for 3 nights in Montego Bay
- Transfer from Hotel to Montego Bay Airport
6 nights from $1,699*
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Miami and Ocho Rios by Air
6 nights from $1,887*
Two exotic and beautiful cities await you in this package that combines Florida State and Jamaica for an unforgettable vacation. Visit Miami (well known for its beaches, such as Miami Beach and South Beach as well as its active nightlife) and then, catch a flight to Jamaica where in Ocho Rios beautiful beaches with white sands are great, for relaxing days under the Caribbean sun.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Miami and Ocho Rios by Air
Two exotic and beautiful cities await you in this package that combines Florida State and Jamaica for an unforgettable vacation. Visit Miami (well known for its beaches, such as Miami Beach and South Beach as well as its active nightlife) and then, catch a flight to Jamaica where in Ocho Rios beautiful beaches with white sands are great, for relaxing days under the Caribbean sun.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Miami and out of Montego Bay
- Hotel for 3 nights in Miami
- Flight from Miami to Montego Bay
- Transfer from Montego Bay Airport to Hotel in Ocho Rios
- Hotel for 3 nights in Ocho Rios
- Transfer from Hotel in Ocho Rios to Montego Bay Airport
6 nights from $1,887*
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Miami and Negril by Air
6 nights from $1,683*
Discover Florida and Jamaica with this holiday package. Combine Miami (well known for its beaches, such as Miami and South Beach, as well as endless shopping opportunities) and Negril (small beach resort town, known for its miles of sandy beaches and shallow bays, and Skylark> is located on one of the most famous) with a flight and private transfers.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Miami and Negril by Air
Discover Florida and Jamaica with this holiday package. Combine Miami (well known for its beaches, such as Miami and South Beach, as well as endless shopping opportunities) and Negril (small beach resort town, known for its miles of sandy beaches and shallow bays, and Skylark> is located on one of the most famous) with a flight and private transfers.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Miami and out of Montego Bay
- Hotel for 3 nights in Miami
- Flight form Miami to Montego Bay
- Transfer from Montego Bay Airport to Hotel in Negril
- Hotel for 3 nights in Negril
- Transfer from Hotel in Negril to Montego Bay Airport
6 nights from $1,683*
ContinueFind a package. We have many more!
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Miami and Runaway by Air
6 nights from $1,890*
Combine Florida and Jamaica with this fun vacation, traveling between these cities by flight. In Florida, visit Miami (well known for its active nightlife and beaches, like Miami and South Beach). In Jamaica spend amazing days under the Caribbean sun in Runaway Bay (with its beautiful white sandy beaches, turquoise water, and its caves, like Green Grotto).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Miami and Runaway by Air
Combine Florida and Jamaica with this fun vacation, traveling between these cities by flight. In Florida, visit Miami (well known for its active nightlife and beaches, like Miami and South Beach). In Jamaica spend amazing days under the Caribbean sun in Runaway Bay (with its beautiful white sandy beaches, turquoise water, and its caves, like Green Grotto).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Miami and out of Montego Bay
- Hotel for 3 nights in Miami
- Flight from Miami to Montego Bay
- Transfer from Montego Bay Airport to Hotel in Runaway Bay
- Hotel for 3 nights in Runaway Bay
- Transfer from Hotel in Runaway Bay to Montego Bay Airport
6 nights from $1,890*
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Jamaica FAQ
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What are the best vacation packages to Jamaica?
Montego Bay Escape (4 nights)
Jamaica Vacation Packages. Book best Montego Bay Escape. Custom multi-city, multi-country Jamaica Vacations.
Includes: Flight into and out of Montego Bay, Transfer from Montego Bay Airport to Hotel, Hotel for 4 nights in Montego Bay, Transfer from Hotel to Montego Bay Airport
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Can I combine a vacation package for Jamaica with other countries?
Yes, you can combine with: USA
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Where can I go for $2000 in Jamaica?
- Miami and Montego Bay by Air (6 nights from $1699)
- Miami and Ocho Rios by Air (6 nights from $1887)
- Miami and Negril by Air (6 nights from $1683)
- Miami and Runaway by Air (6 nights from $1890)
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