Miami to Key West Day Trip with Parasailing

2,831 Reviews 4.60 out of 5 stars Based on 2,831 traveler reviews collected by The Key West Express and TripAdvisor | Recommended by 91% of travelers |
Award of Excellence |Award of Excellence This experience is highly rated by travelers and has met our top quality standards.
Miami

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Don't miss out!
On average, this is booked 21 (11.96) days in advance.

6 hours in Key West (approx.)
Hotel pickup offered
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Overview

Cruise down the amazing Overseas Highway on a Miami to Key West Day Trip for an afternoon of fun in Key West that includes an exciting Key West parasail flight.

Highlights

  • Get free pickup and drop off at most Downtown Miami & Miami Beach hotels
  • Experience the scenic Overseas Highway aboard a luxury touring coach
  • Listen to a narrated tour of the Florida Keys and cross the Seven Mile Bridge
  • Feel the thrilling rush of a Key West parasailing flight
  • Spend some time playing in the island paradise of Key West

Why Travelers Choose This Tour

Leaving the planning and driving to the professionals lets you enjoy Key West to the fullest!

Description

Enjoy the Caribbean tropical atmosphere of Key West and have a thrilling aerial adventure on a Key West parasailing flight all in one special Miami to Key West bus tour. This Miami to Key West day trip takes you down the incredible Overseas Highway aboard a luxury touring coach to the last island city in the Florida Keys.

You get to fly 300 feet above the water on a Key West parasailing flight then explore historic Old Town Key West for a few hours. One of our most popular Key West tours, this great day trip package from The Key West Express combines a beautiful tour along the Overseas Highway, a real Florida Keys experience, and a bit of extreme fun with some time to shop, dine, and party in Key West.

Start your Key West tour with free pick up and drop off service at any hotel in Sunny Isles Beach, Miami Beach, or Downtown Miami. Transfer to the departure point, check in, then settle in to a comfortable reclining seat and get ready to enjoy one of America’s most unique and scenic road trips. Watch the scenery through the panoramic windows, listen to the narrated tour, or relax with your favorite reading material as a professional driver guides the coach safely along the length of the spectacular Florida Keys.

South of Miami, U.S. Highway 1 runs through the Southern Everglades then leaves the mainland to become the Overseas Highway. All along this road, emerald water on both sides of the roadway and spectacular water crossings make for jaw-dropping sight-seeing. And you will never forget the jump-off from the southern tip of Marathon Key onto the renowned Seven Mile Bridge.

Constructed in 1982, this masterpiece of bridge engineering is world famous for the exciting ocean views offered as the crossing gives the impression of flying low above the clear blue water. Take it all in and take pictures as your coach glides towards the bridge’s southern end on Little Duck Key, gateway to the Lower Keys. Prepare to be inspired as tiny villages, lush foliage, and many small islands cut by clearwater channels and bays give a glimpse of the untouched marine wonderland that was the original Florida Keys.

After arrival in Key West around noon, you can stop for a snack on the way to the harbor where you will board a state-of-the-art 12-passenger parasailing boat. A short run offshore, a few simple instructions, and you can take off in perfect safety and ease to let the latest in parasail technology carry you soaring up to 300 feet in the air.

Get breathtaking bird’s-eye views and be inspired by amazing panoramas of island paradise as you glide above the sea. Feel the rush of ascending and descending under the power of the canopy. Fly single, tandem, and even triple in complete confidence with the best parasailing equipment in the industry operated by highly experienced guides.

Return from your parasailing flight with a few hours left to explore Old Town Key West and its unique shopping, dining, and entertainment offerings. Feel free to enjoy a Key West happy hour special because you have a professional driver to ensure that the return trip to Miami is worry-free, safe, and restful.

This Miami to Key West Day Trip with a Key West parasailing adventure is only a few clicks away via our 100% secure online booking system. Reserve your spot now! 

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What's Included

  • Round trip transportation from Miami Pickup & drop-off at most Miami hotels.
  • Key West Parasailing Adventure See Key West from 300ft above on a safe, thrilling, parasail!
  • 6 hours in Key West (approx.)
  • Meals
  • Gratuities
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Meeting and Pickup

Pickup point
OR
Meeting point

Bayside Marketplace
Miami, FL 33132, 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!

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-questions-asked cancellations up to 24 hours before your rental begins.

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Safe & secure • Easy breezy • Hassle-free

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.

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6 hours in Key West • Hotel shuttle included

US Route 1: The Overseas Highway (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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Breakfast stop

Stop for breakfast and stretch your legs en route to Key West.

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20 minutes • Food & drinks not included

Seven Mile Bridge (pass by)

This engineering marvel has been featured in numerous films and TV series, including Road House, Licence to Kill, True Lies, 2 Fast 2 Furious, and Burn Notice. It also appears in the video game Grand Theft Auto VI.

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Yes, it's really seven miles long!

US Route 1: Mile Marker Zero

Welcome to the southernmost point in the continental United States! Fun fact: Key West is closer to Cuba than it is to Miami.

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Key West

You’ll arrive in Key West at approx. 11:55 AM. We provide a detailed map of the city to help you navigate and make the most of your time.

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918 Caroline St, Key West

Have fun exploring!

Key West is extremely walkable, and you’ll have no problem finding amazing photo opportunities with attractions like The Southernmost Point in the USA, Ernest Hemingway’s Home & Museum, Fort Zachary Historic State Park, and The Key West Lighthouse, to name a few.

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6 hours (approx.) • Attraction Tickets Not Included

Key West Parasailing Adventure

The check-in location for your boat tour is approximately six blocks from the coach drop-off. The Key West Parasailing Adventure is an excellent opportunity to enjoy a luxurious catamaran sail to North America’s only living coral reef. 

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241 Front St • 1:00 PM - 2:00 PM • Ticket Included

See the Key West Harbor by boat

Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean.

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15 minutes (approx.)

Soar above Key West!

Your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water without getting wet.

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10 minutes (approx.) • Suitable for all levels of experience

Key West to Miami

At approximately 6:00 PM you will depart Key West with unforgettable memories of your day in paradise. You will be dropped off back at your original pick-up point.

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4 hours (approx.) • Hotel shuttle included

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Not wheelchair accessibleThe motorcoach has no wheelchair lift, and wheelchairs can't be accommodated in the cabin. However, as long as the individual can navigate the steps and use a regular seat and their wheelchair is foldable for storage in the luggage compartment, it is possible. Assistance must be provided by a caregiver in the individual's group.
  • Infants must sit on lapsThere is no charge for lap infants. If you are bringing a car seat for your baby, you must purchase a regular-priced seat ticket.
  • Most travelers can participate
  • What to bringCamera, comfortable shoes, sunglasses, sunscreen, swimwear, towel, travel pillow, and a smile!
  • The minimum age for this tour is at your discretion

Frequently Asked Questions

(31)

Q: What type of transportation is used for the Miami to Key West Day Trip with Parasailing?

A: You will travel on a comfortable motorcoach with up to 59 seats, depending on whether it’s a double-decker or not (motorcoach is assigned based on group size and availability). Read more Apr 2025

Cancellation Policy

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

Still have questions?

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Activity code: C-266292

Traveler Photos

Reviews

4.60
2,831 reviews

Average 4.60 out of 5 stars based on 2,831 traveler reviews collected by The Key West Express and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,949
4 stars
636
3 stars
246
2 stars
0
1 star
0

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Don't miss out!
On average, this is booked 21 (11.96) days in advance.

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Round trip transportation from MiamiPickup & drop-off at most Miami hotels.
  • Key West Parasailing AdventureSee Key West from 300ft above on a safe, thrilling, parasail!
  • 6 hours in Key West (approx.)
  • A narrated tour of the Florida Keys by expert tour guides
  • Meals
  • Gratuities

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Not wheelchair accessibleThe motorcoach has no wheelchair lift, and wheelchairs can't be accommodated in the cabin. However, as long as the individual can navigate the steps and use a regular seat and their wheelchair is foldable for storage in the luggage compartment, it is possible. Assistance must be provided by a caregiver in the individual's group.
  • Infants must sit on lapsThere is no charge for lap infants. If you are bringing a car seat for your baby, you must purchase a regular-priced seat ticket.
  • Stroller accessibleMust be foldable and will be stored in the luggage compartment.
  • Transportation has a toilet
  • Most travelers can participate
  • What to bringCamera, comfortable shoes, sunglasses, sunscreen, swimwear, towel, travel pillow, and a smile!
  • The minimum age for this tour is at your discretion
  • This tour will have a maximum of 59 passengers

Report Product Issue

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Cancellation Policy

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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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American Museum of Natural History Admission Ticket

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