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Miami to Key West Day Trip with Parasailing

2,815 Reviews 4.60 out of 5 stars Based on 2,815 reviews collected by City Boat Tours and TripAdvisor | Recommended by 91% of travelers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Miami, USA

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Don't miss out!
This is usually booked 21 (11.96) days in advance.

6 hours in Key West (approx.)
Hotel pickup offered
Mobile ticket
Instant confirmation

Overview

This Miami to Key West Day Trip takes you down the scenic Overseas Highway to spend an afternoon in Key West highlighted by a thrilling parasailing flight.

Highlights

  • Complimentary pickup and drop off at most Downtown Miami & Miami Beach hotels
  • Comfortable transportation aboard a modern touring coach
  • Narrated tour of the Florida Keys and amazing Overseas Highway
  • Thrilling parasail flight 300 feet above the waters of Key West
  • Fun shopping, dining, touring, and partying in tropical Key West

Description

An adrenaline-packed Key West parasailing flight makes this Miami to Key West Day Trip something really special. To plan your trip, use our secure online booking system and let City Boat Tours handle all the details of an exciting Key West tour that will be the highlight of any Miami visit. Complementary pickup and drop off service from most Sunny Isles Beach, Miami Beach, and Downtown Miami hotels together with roundtrip transportation via a modern luxury touring coach make this day trip a great value as well as great fun.

Get an early morning start and depart Miami on U.S. Highway 1 to head for the Florida Keys, a chain of small islands that runs southwest from the tip of the Florida Peninsula almost 200 miles into the Gulf of Mexico. When the road leaves the Florida mainland to cross a narrow land bridge to Key Largo, the northernmost of the Keys, U.S. Highway 1 becomes the Overseas Highway. One of the most spectacularly scenic roads in America, the Overseas Highway links 31 Keys and runs 128 miles from the mainland all the way to Key West, the last inhabited island in the Florida Keys.

You will enjoy every minute of the 4-hour ride to Key West. The air-conditioned touring coach features comfortable reclining seats that are positioned high behind panoramic windows for optimal sightseeing. Following the Overseas Highway, the coach passes through island resort villages and along narrow reaches of land where blue water stretches to the horizon on both sides of the road. The road passes across 43 bridges that connect Keys large and small, inhabited and uninhabited. Every bridge crossing offers great views over the Gulf of Mexico to the north and the Florida Straits to the south.

About 90 minutes into the journey down the Keys, the coach leaves Knights Key on the western end of Marathon Key and launches out over water on the incredible Seven Mile Bridge. This dramatic crossing is a highlight of any trip along the Florida Keys as the highway stretches for 6.79 miles above the clear waters. Except for an arch to 65 feet in height above the Moser Channel for the purpose of allowing ship traffic to pass, the Seven Mile Bridge runs about 20 feet above the water. Looking out the windows of the coach gives you the feeling of flying fast and low over the waves. It’s an unforgettable ride, and you will understand why the Seven Mile Bridge has been used for scenes in action movies like True Lies and the Fast & Furious series.

The exit from the Seven Mile Bridge on uninhabited Little Duck Key marks the beginning of the Lower Keys. Small towns scattered along the road, mostly undeveloped islands separated by shallow channels, many marinas, and boats everywhere give the Lower Keys a very Caribbean feel. It is like entering another country, and it’s hard to believe that Miami is only a few hours away by road. Wildlife preserves and the pristine Backcountry waters along the north side of the Keys have kept much of the original beauty of the old Florida Keys intact along this section of the Overseas Highway.

Soon the coach is making one final crossing from Stock Island and pulling into Old Town Key West. You should have enough time to grab some lunch on the way to the harbor where a specially-designed 12-passenger parasailing boat is waiting to take you offshore for a flight above the blue water. The run out only takes a few minutes, and before you know it, it's time to strap into the harness and step onto the launch platform at back of the boat for lift off.

Feel the rush and marvel at the views as the parasail glides smoothly up to nearly 300 feet of altitude. It’s thrilling yet perfectly safe, and the aerial perspective of Key West is incredible. You can stay completely dry throughout the flight or ask the captain for a toe dip if you would like to descend to the surface of the water and cool off. At the end of the parasailing session, you will return to shore with a few hours available to explore Key West. Do some shopping, have a snack, or visit one of the island’s famous bars for a cocktail.

Enjoy yourself in Key West secure in the knowledge that you have a safe, restful ride back to Miami. The coach departs Key West at 5:30pm for a Miami arrival at around 10:00pm depending on traffic. The Miami to Key West Day Trip with Parasailing from City Boat Tours is the easy way to put together a fantastic day trip to Key West. These fun trips fill up fast so use our convenient online booking system to save your seats now!

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What's Included

  • Round trip transportation from Miami
  • 6 hours in Key West
  • A narrated tour of the Florida Keys
  • Gratuities
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Meeting and Pickup

Pickup point
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Meeting point

Bayside Marketplace, 401 Biscayne Blvd, Miami, FL, USA

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End point

This activity ends back at the meeting point.

What To Expect

Begin your full-day trip to Key West with convenient pickup from your Miami hotel aboard a comfortable, air-conditioned coach equipped with a restroom. You'll have 6 hours to explore this charming island at your own pace, and this package includes an exhilarating 300 ft Parasailing Adventure!

Miami to Key West

Relax and enjoy your journey to the Florida Keys aboard our well-maintained luxury coach. Our knowledgeable tour guide will share fascinating stories about Key West's rich history and vibrant culture as you travel back in time across the iconic Overseas Highway.

6 hours in Key West • Hotel shuttle included

US Highway 1 (pass by)

Marvel at the stunning views along the scenic Overseas Highway. This iconic route, often called "the coolest road in the USA,” connects 31 islands with 43 bridges, making it a dream for photographs. Don't forget your camera!

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Infants must sit on laps
  • Most travelers can participate
  • Not wheelchair accessible
  • What to bring: camera, comfortable shoes, sunglasses, sunscreen, swimwear, towel, travel pillow, and a smile!
  • The minimum age for this tour is 6 for parasailing

Frequently Asked Questions

(25)

Q: What is the weather cancellation policy?

A: This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund. Read more Apr 2025

The answers provided below are based on answers previously given to customers' questions.

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-266292

Traveler Photos

Reviews

4.60
2,815 reviews

Average 4.60 out of 5 stars based on 2,815 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,937
4 stars
634
3 stars
244
2 stars
0
1 star
0

Loading Options
Don't miss out!
This is usually booked 21 (11.96) days in advance.

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Cancellation Policy

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Free cancellation
100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

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