Miami to Key West Day Trip with Parasailing
Overview
This great Key West Day Trip includes a narrated tour of the scenic Overseas Highway and a thrilling parasailing flight above the blue waters of Key West.
Highlights
- Get free Pickup and Drop off at Downtown Miami & Miami Beach hotels
- Ride down the incredible Overseas Highway
- Enjoy a narrated tour of the Florida Keys
- Cruise offshore for an exciting parasailing flight
- Spend the afternoon enjoying tropical Key West
Why Travelers Choose This Tour
Leaving the planning and driving to the professionals lets you enjoy Key West to the fullest!
Description
Go above and beyond the ordinary Miami to Key West Day Trip – add a Key West parasailing adventure to your visit to exciting Key West. This Key West tour combines sightseeing along the amazing Overseas Highway with a fun afternoon in tropical Key West, and the highlight of the day is a thrilling Key West parasailing flight 300 feet above the clear island waters.
Fast online booking with Cool Key West and convenient free pickup and drop-off service from most hotels in Sunny Isles Beach, Miami Beach, and Downtown Miami make this Key West day trip an easy 1-day escape from the city. It’s a different world down south in the Florida Keys, and you don’t want to miss the incredible views along the Overseas Highway or the Caribbean vibe of tropical Key West. Put some shopping, dining, and partying in the island city together with an adrenaline-pumping parasailing flight and you have an unforgettable adventure.
A complete tour of the Florida Keys is an essential part of any Miami vacation, and there is no better way to see the Keys than through the panoramic windows of a luxury touring coach piloted by a skilled professional. Riding in air-conditioned comfort without the stress of driving allows full appreciation of the scenic road trip down the Overseas Highway to Key West, renowned as one of America’s top sightseeing routes. A high-definition audio narration provides historical background and explains modern points of interest as the coach makes its way through one of the world’s foremost tropical marine wonderlands.
After crossing from the mainland to Key Largo, the U.S. Highway 1 becomes the famous Overseas Highway and passes over the entire string of narrow islands that make up the Florida Keys chain. The sightseeing is spectacular, with the roadway surrounded by emerald and turquoise waters. The coach crosses 31 Keys linked by over 40 bridges, including the spectacular Seven Mile Bridge. This engineering marvel jumps off from Knights Key at the western tip of Marathon Key and soars over 6.79 miles of open water. You will feel like the coach is flying over the water, and the views are so incredible that the Seven Mile Bridge is often used as a backdrop in action movies like True Lies and the Fast and Furious series.
Gliding off the Seven Mile Bridge onto Little Duck Key, the coach enters the Lower Keys. On this part of the journey, natural islands are set among broad bays and winding channels, lush foliage crowds the road, and small towns, marinas, and historic fishing camps recall times when life in the Keys was slower and simpler. Natural reserves that encompass land and water have preserved much of the original beauty of the Lower Florida Keys, and it is all on display during this epic tour.
Scheduled arrival in Key West is around 12:00 pm, and you have plenty of time to get down to the docks and check in for your parasailing flight. After a short run offshore in a specially-equipped 12-passenger parasailing boat, the excitement begins as intrepid fliers get harnessed in, step onto the launch platform, and soar gracefully into the air behind the boat without getting wet at all.
Rising up to nearly 300 feet, it impossible not to be inspired by amazing 360-degree panoramas of land and sea as the parasail glides through the sky with perfect safety and ease. The views of Key West are astounding and if your eyes are sharp, you may spot dolphins or other marine life below. It is awesome to feel the rush of ascending and descending under the canopy, and the landing back on the platform is gentle and dry. But if you would like to cool off in the water, just ask the captain for a toe dip!
When the parasailing session ends, the boat returns to shore and you have some time left over to enjoy Key West. Explore the streets of Old Town, check out the many excellent dining options, and step into one of the legendary Key West bars and lift a toast to high adventure. Enjoy a drink knowing that you can rest on the homeward journey while the coach returns you safely to Miami by about 10:00pm.
The Miami to Key West Day Trip with Parasailing delivers 3 great Florida attractions that should not be missed: an Overseas Highway tour, an afternoon in Key West, and a thrilling parasailing flight. Take advantage of our 100% secure online booking system to reserve your spot now!
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.)
- A narrated tour of the Florida Keys by expert tour guides
- Meals
- Gratuities
Meeting and Pickup
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.
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.
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!
Breakfast stop
Stop for breakfast and stretch your legs en route to Key West.
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.
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.
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.
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.
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.
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.
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.
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.
4 hours (approx.) • Hotel shuttle included
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.
- 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
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
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Average 4.60 out of 5 stars based on 2,830 traveler reviews collected by Cool Key West and partner sites such as Cool Destinations and TripAdvisor
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