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Miami and Montego Bay by Air

6 to 9+ Nights from $1,569*
* Sample price: priced within the past 7 days for a 3/29/2025 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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Add Outbound & Return Flights

This 6 night sample itinerary 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

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 support

Flexible Itinerary

  • Miami, FL

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  • Montego Bay

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Jamaica
USA

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Trip Summary

  • Miami, FL
    Miami, FL

    Miami is the largest city in South Florida and one of the largest cultural, financial, and entertainment epicenters in the United States. Known for its eclectic energy, great nightlife, art galleries and museums, delicious cuisine, and a lively Latin and Caribbean community with particularly noteworthy Cuban and Haitian enclaves, Miami is a multitude of experiences rolled into one big magic city.

    Explore the Vizcaya Museum and Gardens, Bayside Marketplace, Miami Seaquarium, Jungle Island, Art Deco Historic District, PortMiami, Lincoln Road, Bayfront Park, Perez Art Museum, AmericanAirlines Arena, Venetian Pool, Lummus Park, Wynwood Art District, Freedom Tower, Calle Ocho Historic District, Key Biscayne, and so much more!

  • Montego Bay
    Montego Bay

    Montego Bay is a tropical paradise destination and the tropical of Saint James Parish on the northern coast of Jamaica. The tropical shores feature popular beaches, luxury beach resorts, award-winning golf courses, and offshore coral reefs in the protected Montego Bay Marine Park. A bustling cruise port with plenty of shopping, dining, and nightlife options along with water and land activities.

    Visit the Martha Brae River Rafting, Doctor's Cave Beach, Rose Hall Great House, Dunn's River Falls, Croydon in the Mountains, Rockland Bird Sanctuary, The Hip Strip, and so much more!

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