4 nights from $639*
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Jamaica Vacation Packages
Curated Hotels & Services
Multiple Cities
Best Jamaica Vacation Packages
Montego Bay Escape
4 nights from $1,169*
3 Customer ReviewsTake 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.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
- 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
Customer Review
All Photos & Map
Highlights & Attractions
Other Jamaica Vacation Packages
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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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
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.This is a flexible vacation package. Select your number of nights in the city, desired hotel and activities.
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
4 nights from $741*
Customize it 1 Customer Review
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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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
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
4 nights from $1,461*
Customize it 2 Customer Reviews
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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.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat supportIncludes:
- 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 $1,569*
Customize it
Customer Reviews
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Jamaica Suggested Vacation Packages
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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.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat supportIncludes:
- 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 $1,169*
Customize it
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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
is located on one of the most famous) with a flight and private transfers.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat supportIncludes:
- 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 $989*
Customize it
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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).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat supportIncludes:
- 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 $1,529*
Customize it
Multi country vacation
About Jamaica
- Jamaica FAQ
- Best Time to Visit
- Tipping in Jamaica
Jamaica FAQ's
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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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Negril Escape (4 nights)
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.
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
Ocho Rios Escape (4 nights)
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.This is a flexible vacation package. Select your number of nights in the city, desired hotel and activities.
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
Runaway Bay Escape (4 nights)
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.
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
Miami and Montego Bay by Air (6 nights)
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.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat supportIncludes: 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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Yes, you can combine with: USA
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- Miami and Ocho Rios by Air(6 nights from $1169)
- Miami and Negril by Air(6 nights from $989)
- Miami and Runaway by Air(6 nights from $1529)