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Miami and Key West (Self Drive)

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7 to 10+ Nights from $1,109*
* Sample price: Priced within the past 7 days for a 8/19/2025 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 7 night sample itinerary includes:

  • Flight into and out of Miami
  • Rental Car for 8 days
  • Hotel for 3 nights in Miami
  • Hotel for 3 nights in Key West
  • Hotel for 1 night in Miami
  • Driving Time
    Miami - Key West: 4 hr. approx.
    Key West - Miami: 4 hr. approx.

Venture through beautiful sunny Florida with a Rental Car. Combine Miami (the city and the metropolitan area are well known for its beaches, such as Miami Beach and South Beach) and Key West (a U.S. island city that is part of the Florida Keys archipelago, known for its coral reefs).

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)

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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  • Key West, FL

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  • Miami, FL

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USA

Customer Reviews

4.0 out of 5 stars

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!

  • Key West, FL
    Key West, FL

    At the end of the 113-mile Overseas Highway in the Florida Keys is the vibrant town of Key West, the southernmost point in the continental United States. The `Conch Republic`, just 90 miles from Cuba, has a flair and attitude all its own, which you can see out on Duval Street and Mallory Square, places to see and be seen. Grab a cold drink and enjoy the relaxing and welcoming tropical atmosphere only Key West knows how to provide.

    Visit and discover the Ernest Hemingway House and Museum, Southernmost Point Marker, Mallory Square, Duval Street, Fort Zachary Taylor, Smathers Beach, Truman Little White House, Key West Lighthouse, Key West Aquarium, Key West Butterfly and Nature Conservatory, and so much more!

  • 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!

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