List of vacation packages
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Customer feedback (4)Miami and Key West (Self Drive)
7 to 11+ nights from$899*This packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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?Uni ...
Miami and Key West (Self Drive)
7 to 11+ nights from $899 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-22T00:00:00. Choose your own departure city and dates.
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.
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Customer feedback (2)
Miami and the Florida Keys (Self Drive)
8 to 12+ nights from$1,029*This packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Take Florida into your own hands, travelling between popular cities with a rental car. Visit Miami (well known for fun in the sun - from sandy shores to its infamous parties), Key West and Key Largo (first city of the fabulous Florida Keys and the self-proclaimed Dive Capital of the World). What Makes Tripmasters Vacation Packages Differ ...
Miami and the Florida Keys (Self Drive)
8 to 12+ nights from $1,029 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-22T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Miami
- Rental Car for 9 days
- Hotel for 3 nights in Miami
- Hotel for 2 nights in Key West
- Hotel for 2 nights in Key Largo
- Hotel for 1 night in Miami
Driving Time
Key West - Key Largo: 2 hrs. 20 mins. approx.
Key Largo - Miami : 1 hr. 20 mins. approx.
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The Best Key West Getaway
5 to 7+ nights from$1,041*This packages is recommended for 5 to 7+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
An epic vacation at one of Florida`s best cities!. Get ready to enjoy Key West (island city that is part of the Florida Keys archipelago, known for its coral reefs, famous for watersports, lively nightlife and beaches): from visit multiple locations and learn about the spooky histories and haunted happenings from your guide, to enjoy the ...
The Best Key West Getaway
5 to 7+ nights from $1,041 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-23T00:00:00. Choose your own departure city and dates.
This 5 night sample itinerary includes:
- Flight into and out of Key West
- Hotel for 5 nights in Key West
Sample of Included Tours: - Guided City Tour
- Daytime Sailing and Watersport Adventure Excursion
- Ghost and Mysteries Tour
- Sunset Cruise Experience
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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Key West Getaway for Outdoor Enthusiasts
5 to 7+ nights from$1,191*This packages is recommended for 5 to 7+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
An epic vacation at one of Florida`s best cities specially for Outdoor Enthusiasts!. Get ready to discover Key West (island city that is part of the Florida Keys archipelago, known for its coral reefs, famous for water sports, lively nightlife, beaches, historic sites and its pastel, conch-style architecture)... from chilling on a Cruise ...
Key West Getaway for Outdoor Enthusiasts
5 to 7+ nights from $1,191 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-27T00:00:00. Choose your own departure city and dates.
This 5 night sample itinerary includes:
- Flight into out of Key West
- Hotel for 5 nights in Key West
Sample of Included Tours: - Daytime Sailing and Watersport Adventure Excursion in Key West
- Parasail Adventure in Key West
- Kayak Tour Adventure from Key West
- Sunset Cruise Experience in Key West
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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The Best of Miami and the Florida Keys (Self Drive)
8 to 12+ nights from$1,482*This packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Miami and the Florida Keys belong together!. The Keys provide a leisurely retreat from the hustle and bustle of Miami (beauty beaches, such as Miami Beach and South Beach, great diving sites as well as its active nightlife). With this vacation package you can enjoy the food, the blend of cultures, the vivid street arts scene and a Key ...
The Best of Miami and the Florida Keys (Self Drive)
8 to 12+ nights from $1,482 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-15T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Miami
- Rental Car for 9 days
- Hotel for 4 nights in Miami
- Hotel for 2 nights in Key West
- Hotel for 1 night in Islamorada
- Hotel for 1 night in Key Largo
Sample of Included Tours: - Miami City Tour plus Cruise
- Miami Art Deco Walking Tour
- Little Havana and Food Tour
- Sunset Cruise from Key West
- Key West Tour
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost. Driving Time
Miami – Key West: 4 hr. approx.
Key West – Islamorada: 1 hr. 50 min. approx.
Islamorada – Key Largo: 30 min. approx.
Key Largo – Miami: 1hr 19 min approx.
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Miami and Key West for Outdoor Enthusiasts (Self Drive)
7 to 11+ nightsThis packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Get your adrenaline pumping with this holiday in most famous cities in Florida!. You won't get bored here with all the fun stuff to do in Miami (beauty beaches like Miami and South Beach, great diving sites as well as its active nightlife) and Key West (part of the Florida Keys archipelago, known for its coral reefs, famous for watersport ...
Miami and Key West for Outdoor Enthusiasts (Self Drive)
7 to 11+ nightsThis 7 night sample itinerary includes:
- Flight into Miami and out of Key West
- Hotel for 4 nights in Miami
- Rental Car for 4 days
- Hotel 3 nights in Key West
Sample of Included Tours: - Boat Rental Tour in Miami
- Everglades Tour by Airboat Ride in Miami
- Jet Ski Experience in Miami
- Daytime Sailing and Watersport Adventure Excursion in Key West
- Parasail Adventure in Key West
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost. Driving Time
Miami - Key West : 4 hrs. approx.
