phone_icon

Destinations

Main Menu

My Booking

Main Menu

About Us

Main Menu
USA

Runway to Ride: Miami and Jamaica Escape (Montego Bay and Ochos Rios)

7 to 10+ Nights from $1,219*
* Sample price: priced within the past 7 days for a 3/4/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

Customize and Book

Add Outbound & Return Flights

This 7 night sample itinerary 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
  • Hotel for 2 nights in Montego Bay
  • Transfer from Hotel in Montego Bay to Hotel in Ocho Rios
  • Hotel for 2 nights in Ocho Rios
  • Transfer from Hotel in Ocho Rios to Montego Bay Airport

Let’s dive into this exciting adventure in Florida and Jamaica!. First visit, -The Magic City-, Miami (well known for its strong Cuban Influence, warm weather, pristine, such as Miami Beach and South Beach, great diving sites as well as its active nightlife). After that, catch a flight to Jamaica, where 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) and the port town of Ocho Rios beautiful (with its beaches with white sands, best known for its use in Dr No, the very first James Bond film, released in 1962), both connected by private transfers; 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 support

Flexible Itinerary

  • Miami, FL

    no image
  • Montego Bay

    no image
  • Ocho Rios

    no image
USA
Jamaica

Customer Reviews

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!

  • Ocho Rios
    Ocho Rios

    Ocho Rios is brimming with world-class resorts dotted along the beachfront where exciting restaurants, authentic bars, and endless shopping opportunities can be found. Visit Dunn's River Falls, a 590-foot tall mountain waterfall, cascading down into a blue azure lagoon in the verdant tropical rainforest. Ochi is a bustling port town and a popular cruise destination nestled in the lush tropical countryside known for verdant gardens, lazy rivers, dramatic waterfalls, and lots of adventures including tubing, caving, zip-lining, and hiking.

    Visit the Mahogany Beach, Luminous Lagoon, James Bond Beach, Yaaman Park, Green Grotto Caves, Nine Mile Village, Dunn's River Falls, The Blue Hole, Mystic Mountain, Firefly, and so much more!

  • You can now

    Stagger

    your payment!