If you’re considering adding a dash of adventure to your Key West trip, parasailing might be just what you need. While I haven’t personally flown above the waters there, I’ve looked into this activity closely, and it seems like a solid choice for anyone craving a mix of thrill and scenery. This tour offers a quick, scenic escape up to 300 feet in the air, giving you panoramic views of the island’s tropical beauty. It’s a chance to see the coast from a perspective most don’t get—peaceful, exciting, and picture-perfect.
What really catches my eye about this experience is the length of the flight, which is touted as the longest and highest parasail flight in Key West. That’s a big deal for those of us who want more than just a quick peek. Plus, the fact that you can choose between single, double, or triple rides makes it flexible—whether you’re flying solo or with friends or family. On the flip side, it’s worth noting that the experience lasts about an hour, with just 10-15 minutes actually in the air, so it’s not a full-day affair but a focused thrill.
If you’re someone who appreciates safety, stunning views, and a laid-back vibe, this tour could be just right. However, if you prefer activities with more variety or a longer duration, you might want to weigh this against other options. It’s well suited for a wide age range—safe for kids 6 and up—and it seems perfect for those who love a straightforward, scenic adventure with some breeze in your hair.
Key Points
- Long and high parasail flight, offering impressive views of Key West
- Flexible ride options for singles, doubles, or triples
- One-hour boat ride with about 10-15 minutes soaring above the water
- Safe for ages 6 and up, making it family-friendly
- Spectacular bird’s-eye scenery of tropical surroundings
- No need to get wet unless choosing the dip option
What to Expect from Your Parasailing Adventure

This tour sounds pretty straightforward, but that’s part of its charm. You’ll meet at either the Key West Bight or Smathers Beach—both are convenient spots in town. After a brief safety briefing and explanation of what to expect, you’ll board a sleek speedboat. The boat ride itself lasts about an hour, which provides plenty of opportunity to enjoy the tropical music and the surrounding views as you cruise over crystal-clear waters.
Once you arrive at the parasailing spot, you’ll be seated securely in your harness. Whether you opt for a single ride or go tandem or triple, each flight lasts around 10-15 minutes. That might not seem long at first, but it’s enough time to really take in the scenery—think colorful coastlines, lush islands, and the expansive sky. The experience is described as smooth, with most flights occurring in the morning when the winds are lighter, which makes for a more comfortable flight.
Another aspect worth mentioning is the possibility to dip into the water if you choose the “dip option.” You’ll be lowered into the water for a quick splash, which adds a fun element if you’re up for it, though you don’t need to get wet to enjoy the ride. This is a safe, controlled activity, with instructions and safety do’s and don’ts clearly explained by the friendly crew.
Planning more time in Key West? We've covered other experiences worth considering.
The View from Up Top

The real highlight here is the view. From 300 feet up, you’ll get an expansive, almost surreal perspective of Key West’s coastline. You’ll see the vibrant blues of the ocean, the intricate patterns of the shoreline, and possibly even the distant islands dotting the horizon. It’s a perspective that’s hard to find elsewhere and makes the entire trip worthwhile.
The reviews reinforce the quality of this aerial view. One reviewer even called the crew attentive and friendly, highlighting how safety and comfort were prioritized. Besides, the fact that the flight is the longest and highest in the area really pays off for those who want a memorable, bird’s-eye experience.
Pricing and Value

At $99.99 per person, this tour is priced in line with other premium parasailing experiences. Considering the longer-than-average flight and the scenic boat ride included, it seems like a decent deal. You’re paying for quality views and a well-managed activity, which is often worth a little extra if you’re looking for a memorable snapshot of your trip.
It’s also worth noting that booking about 42 days in advance is typical, so if this is on your wish list, planning ahead will help secure your spot. Plus, with free cancellation up to 24 hours before, you have some flexibility if your plans change.
Who Will Love This?

This experience is perfect for adventure seekers, families with children over 6, or anyone who simply wants a scenic, relaxing escape from the usual beach lounging. If you’re after stunning views and a safe, straightforward thrill, this tour ticks those boxes. It’s not overly complicated or lengthy, making it ideal for a quick escape into the sky without taking up your whole day.
We think it’s especially appealing for those who want a more extended parasail flight than typical offerings**, as well as for groups who want to share the experience with friends or family. Just remember, it’s primarily about the view and the sensation of flying—so if you’re craving other kinds of adventures on the water, you might want to look elsewhere.
Final Thoughts: Is This Tour for You?

If you’re looking to see Key West from a vantage point that’s both breathtaking and safe, this parasailing experience offers a solid balance of adventure and scenery. It’s suited for a wide age range, from kids to adults, and can be a highlight of your trip if you’re keen on aerial views. The friendly crew and the emphasis on safety, along with the opportunity to fly higher and longer than other local options, make it stand out.
However, keep in mind that the experience lasts roughly an hour, with only 10-15 minutes actually in the air. If you’re someone who prefers activities with more variety or longer durations, you might want to consider other tours. But if your goal is a memorable, picturesque, and safe parasailing ride that’s well-organized, this is a great pick.
This tour is a good value for those craving a quick, scenic escape. It’s a straightforward experience that prioritizes safety and views, making it an easy choice for many travelers wanting to tick off a bucket list activity while in Key West.
Parasailing Experience in Key West
“Attentive and friendly crew, explained what to expect along with safety do's and don'ts.”
FAQ

How high do you fly during the parasailing adventure?
You can soar up to 300 feet above the water, giving you a fantastic panoramic view of Key West and its surrounds.
What is included in the tour?
The tour includes a 10-15 minute parasail flight, your choice of a single, double, or triple ride, a one-hour speedboat ride, and tropical music to set the mood.
Are there age restrictions?
Yes, parasailing is safe for anyone over the age of 6. Parents are required to accompany children under 12 and sign a waiver.
Is it necessary to get wet?
No, you don’t need to get wet unless you choose the dip option, where you are lowered into the water for a splash.
What should I wear or bring?
Comfortable clothing and sunscreen are recommended. Since it’s a boat activity, bring sunglasses and a hat if you wish, but no special gear is needed.
Can I cancel if my plans change?
Yes, you can cancel for free up to 24 hours before the scheduled activity for a full refund. Cancellations within 24 hours are not refundable.
If you’re after a safe, scenic, and memorable parasailing experience in Key West, this tour hits the mark. It’s simple, well-reviewed, and offers those stunning views everyone talks about. Whether you’re flying solo or sharing with friends, it’s a fun snapshot of the island’s coastal beauty—and one you won’t forget anytime soon.
More Tour Reviews in Key West
- Luxury Outdoor Sip & Paint Experience- Near Miami
- Day in Key West – Private SUV Tour From Miami
- Key West Inshore Fishing: Private Charter w/ Local Guide
- Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset
- Private Romantic Sunset Cruise
- Dolphin Watching & Snorkeling in Key West with Sunset Dinner Cruise and Open Bar
More Key West experiences we've covered
- Parasailing Experience in Key West
- Luxury Outdoor Sip & Paint Experience- Near Miami
- Day in Key West – Private SUV Tour From Miami
- Key West Inshore Fishing: Private Charter w/ Local Guide
- Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset
- Private Romantic Sunset Cruise
- Dolphin Watching & Snorkeling in Key West with Sunset Dinner Cruise and Open Bar
- Key West: Afternoon Catamaran Sail and Dolphin Watch
- Convenient Key West Golf Cart Rentals Ride Around Like a Local!
- Key West: Eco Safari Sandbar Tour with Snorkeling
- Key West: Windjammer Champagne Sunset Sail
- Private Looe Key Snorkel from Big Pine Key
