Key West is a beautiful little island off the coast of Florida, and it’s an island I believe everyone should visit in their lifetime! For such a small area, it sure has a lot of activities to enjoy, including parasailing. So, if you haven’t booked a parasailing tour yet, I recommend you to do it as there isn’t any better way to see the island than from up high!
However, you can’t book with just any tour company and call it good. What’s interesting is a lot of the tours and companies are interconnected. So, here are the three best options for you to choose from! Make sure you book your tour soon, as these are extremely popular, and slots run out quickly.
3 Best Parasailing Tours in Key West
Below are the top three best places to parasail with when visiting Key West. Their deals are constantly changing, so make sure you check into them before booking.
1. Key West Parasailing Adventure by Fury Water Adventures
- Rating: 4.8 / 5
- Age Restrictions: 6+
- Weight Limit: 450 lbs. combined weight
Tourists and residents consider Fury one of the most famous Key West attractions, both on and off the water! Here is where you can enjoy a wide variety of activities in combination with your parasailing adventure.
Below are some of the other activities offered by Fury:
- Kayaking
- Snorkeling
- Paddleboarding
- Jet skiing
- Glass bottom boat tours
- Sunset sails
- Sunset Cruises
- Dolphin watching
On the parasailing ride, you can expect them to raise you high over Key West’s glittering waterways so you can take in the gorgeous panoramic vistas of this tropical island haven.
You’ll be carried along on a lovely, tropical ocean breeze from your safe location in the skies. You might even see dolphins frolicking in the surf while parasailing. A thrilling but secure journey for the fearless spirit within every one of us!
For an exhilarating 1-hour excursion that allows views of Florida’s southernmost city and its surroundings from up high, take a parasail ride!
Your guide will secure you into a dual- or triple-person parasailing apparatus before you set off in a 12-passenger state-of-the-art parasailing vessel to the ocean for a ride that softly lifts off and glides over the waves without getting wet. All experience levels are welcome.
On takeoff and landing, keep dry, or go for the optional ocean dip. You can purchase digital pictures, and there are departures available every day.
Additional Tour Information
- Service animals are allowed.
- You must bring your ID if you are 16 and over.
- Children must fly during dual or triple flights only.
- Anyone under 18 must have a parent during check-in.
- Be there 30 minutes before departure.
- Pregnant people may not parasail but can join the boat as a spectator.
- Each tour will have 12 people maximum.
2. Parasailing in Key West with Professional Guide by Sebago Key West
- Rating: 4.5 / 5
- Age Restrictions: 6+
- Weight Limit: 90 lbs. to (to be determined)
Sebago has been Key West’s top boat tour and water sports provider for more than 30 years. Their fleet of boats provides a wide range of personalized experiences that are also quite affordable. They have taken cues from other tour companies, and created their own masterpiece when it comes to the way they direct their tours. You’re sure to have a blast!
During this parasailing trip, see Key West from a bird’s eye perspective while flying high over the Atlantic Ocean’s sapphire waves. You will be astounded by the peace and calm even as you float 300 feet above the ground. You may see up to 12 miles when the weather permits. Look for marine life in the clear blue waters below, such as dolphins, turtles, fish, and rays.
Let Sebago lift you into the air for Key West’s best parasailing experience! With its calm, mild winds and crystal-clear Caribbean waters, Key West makes for an excellent parasailing location. You can see the islands from a great height and get a different perspective on island life.
Take pleasure in smooth, dry landings and takeoffs. Feel the rush of floating over the water in an elevated position. From moderate to crazy, rides can be customized to your preferences. Enjoy the most incredible views of Key West and the Gulf of Mexico. Several departure windows are available throughout the day.
Additional Tour Information
- Bring a swimsuit and your towel.
- Electronics are allowed at your own risk.
- This tour will include a maximum of 10 travelers.
- No pregnant women or anyone with severe medical issues like back, neck, or heart problems.
- If you are running late, the tour will not wait, so be on time.
3. Parasailing at Smathers Beach in Key West by Sunset Watersports
- Rating: 4.7 / 5
- Age Restrictions: 6+
- Weight Limit: 450 lbs. maximum.
Enjoy a parasailing trip above Smathers Beach to see Key West from a great bird’s-eye perspective. This tour is a well-liked, versatile option for families because you may choose between a one, two, or three-seater flight with a selection of departure times throughout the day. Your tour guide takes pictures and videos that may be bought after the trip, ensuring the small group has a unique service.
Keep an eye out for the aquatic companions swimming below while you are hovering high above the island. If you ask the skipper, he’ll let you put your toes into the water. This trip’s adventurers will enjoy gliding over the Key West Seaport. After being informed by the crew and boarding a cutting-edge boat, you’ll fly above the city.
The first parasail operation in Florida was Sunset Watersports; they have more than 36 years of local experience in parasailing. They invite you to tag along on an exhilarating parasailing excursion over Key West’s historic waterfront.
Sunset Watersports also offers an ultimate beach pass. Spend the day at Smathers Beach with Sunset Watersports, Key West’s First Watersports Company. This company is the only one with the exclusive beach pass!
The best Key West travel and tourism package is this one. The best activities are accessible with this pass during the entire day. Smathers Beach, Key West’s most extensive public beach, is a terrific place to spend the day. Using kayaks, paddle boards, inflatable rafts, and tubes is entirely free for their visitors. Even a parasail flight is included with this pass, which is why it’s on the list.
After your parasailing adventure, there’s plenty of fun to be had on the beach, so this is an excellent option if you’re looking to have a beach day. That way, you can pack everything into one trip instead of having to search out multiple locations.
Additional Tour Information
- Not recommended for those who have back, heart, or neck issues.
- Check with your doctor for medical clearance for any significant medical issues.
- This tour will have a maximum of 12 people.
- Stroller accessible
- Wheelchair accessible
- Near public transportation
- This tour will have a total of 105 travelers.
- Call the company to book your parasailing tour time block.
- Each flight will last 8 to 12 minutes depending.
- You may not be able to fly with your ideal partner. All flights will be determined by the Captain as he will need to consider how to distribute the weight.
My Recommended Places To Stay In Key West:
Key West is a small island; therefore, there is limited accommodation. Most people stay on the mainland to save money. However, if you’re looking for the whole Key West experience, below are some of the best places to visit!
Opal Key Resort & Marina
This beachfront hotel is ideally situated in Key West’s historic old town and has a heated outdoor pool and hot tub. The hotel and Key West Aquarium are close by, and you can walk to Duval street from here.
Key West Harbor Inn – Adults Only
Situated six minutes’ walk to Simonton Street Beach and half a mile from Key West’s downtown; South Beach, Mallory Square, and the Key West Aquarium are well-known attractions close to Key West Harbor Hotel – Adults Only. Key West International Airport, located 2.5 miles from the lodging, is the nearest airport.
DoubleTree by Hilton Grand Key Resort
This resort is just 5 minutes from the Smathers Beach and Old Town in Key West. If you are flying into the Key West airport, it offers a free shuttle you can take to the hotel and back! It’s an excellent choice for those who prefer to go out and about more than they stay in.
The Cabana Inn Key West – Adult Exclusive
The Cabana Inn Key West is an adults-only hotel with a pool, hot tub, and daily continental breakfast in Key West, Florida. This inn is only 13 minutes from the Southernmost Point, and the Ernest Hemingway House and Museum are 0.3 miles away, and just a 1-minute walk away for guests.
At Mine | Lovely Suite steps from Duval Street
The boutique hotel room that has been gorgeously restored is close to Duval Street. This residence is on a serene street and provides peaceful lodging for holidaymakers and business travelers. Each visitor has access to a private room, a relaxing pool, and seats and umbrellas ideal for business travelers needing laptops while relaxing.
Condo In Key West
Just outside the gate to Ft. Zachary Taylor State Park & Beach, only two blocks from the renowned Duval Street, close to Mallory Square, and nearby. Enjoy all the finer advantages of living in the gated neighborhood of Truman Annex/Shipyard, where a parking space is allotted, and a lovely pool is only a few feet away.
Old Town – Room Opens to Pool and Garden
This place is in the center of Old Town, three blocks off Duval Street, 10 minutes by foot from Higgs Beach, and just next to El Siboney Cuban Restaurant, which serves the area’s best and most affordable food.
A lovely tropical landscape with a mango tree plus a fish pond surrounds the pool and deck. Have a leisurely cup of coffee in the morning or a wine or two at the end of the day by making yourself home in a plush, cushioned chair or sofa.
How Do You Get To Key West?
Key West is an island with its own airport. However, it can be expensive to fly into it, so I’ve included two of the best ways you get to the island, and it’ll save you some money.
Key West Express
This ferry offers a day on the island and periodically departs from Fort Myers Beach and Marco Island. You are not required to return immediately, and half of the joy is getting there.
Enjoy food, drinks, flat-screen TVs, and adult beverages during the three to four-hour voyage. Rest inside for air conditioning comfort or enjoy the sea breeze on external sundecks.
Miami International Airport
Even though Key West is far away, coming to Miami International Airport is a smart choice if traveling from out of state because it offers more airline alternatives than Key West International Airport.
When you arrive, rent a car to take advantage of the Overseas Highway’s beautiful four-hour journey to Key West.
On your journey, you’ll travel across the entire Florida Keys, where the stunning views of the azure oceans will transfix you.
What Is The Best Way To Get Around Key West?
Key West is small but not small enough to walk. Well, unless you’re a fitness buff, that is. However, most people prefer to get around the island more quickly. Here are some of the best ways you can do that:
Scooters or Bikes
Rental services for bicycles and scooters are widely available in Key West. There are plenty of companies to choose from on the island! However, DUI laws apply, so don’t ride if you plan on drinking.
Rent A Car
If you wish to rent a car after arriving at Key West airport via plane or the Key West Express, the airport has cars from all the big rental companies.
On the island, these companies also operate a few stand-alone rental locations. While a car is optional while visiting Key West, you’ll probably want one unless you plan on doing a great deal of walking, especially in the heat.
Old Town Trolley
You can also utilize the tramway as a hop-on, hop-off mode of transportation because you are allowed unlimited free reboarding for one day.
There are a few landmarks you’ll pass by, including:
- Duval Street
- Harry S. Truman’s Little White House
- Bahama Village
- Duval Loop
The city’s free Duval Loop bus travels along bustling Duval Street from the north to the south of the island. The bus travels seven days a week and stops at 18 popular locations. The Key West Transit website allows you to follow the route in real-time and estimates that the entire trip will take 45 minutes.
Final Thoughts
Key West is a hotspot for Florida tourists and even residents! With so many different activities, picking what you should do can be overwhelming.
However, an excellent place to start is parasailing. If you decide on other water activities, such as dolphin tours or glass bottom boat tours, you can pair this with your parasailing adventure and see all sides of the island and its marine life. Not to mention, you’ll save some money!
Just remember that the company’s experience and quality matter when it comes to ensuring you have a good time. After all, safety matters just as much as your enjoyment.
Don’t forget to check out other parasailing locations here:
- 5 Best Parasailing Tours in Myrtle Beach
- 5 Best Parasailing Tours in Cancun
- 7 Low-Cost Parasailing Tours in Miami (Cheap Options)
- 10 Best Parasailing Tours in Destin, Florida
- 5 Best Parasailing Tours in Fort Lauderdale, Florida
- 5 Best Parasailing Tours In Panama City Beach, Florida
When Heather is not participating in extreme sports you can find her working the events across the country, or writing about these amazing adrenaline rushes. She loves to go skydiving, snowboarding, parasailing, hang gliding, dirt boarding, off-roading and hiking.