Imagine soaring over the sparkling waters of Smathers Beach, with the vivid colors of the Atlantic stretching out beneath you. For just $85 per person, you get a one-hour parasailing trip that promises a thrilling perspective on this well-loved island. Led by friendly, professional guides, this experience puts you high above the waves, offering panoramic views and a chance to see Key West from a whole new angle.
What really makes this trip shine is the combination of breathtaking vistas and a feeling of safe adventure. The guides, Joey and Marty, earn particular praise for their professionalism and safety consciousness — a reassuring aspect for first-timers. Plus, the opportunity to purchase digital photos means you’ll have souvenirs to relive your flight long after landing.
On the flip side, a consideration is that this activity is not suitable for very young children under 5, pregnant women, or anyone with mobility issues. It’s best suited for those comfortable with heights and looking for a quick, high-energy thrill. If you’re craving a memorable, picture-worthy adventure during your Key West trip, this parasailing trip hits all the right notes.
Who Will Love This Experience?

This tour is perfect for travelers seeking an adrenaline rush combined with spectacular scenery. It’s especially suited for those who want a short, well-organized activity with excellent guides and memorable views. It’s also ideal if you’re hoping to capture some Instagram-worthy photos of your trip.
You can check availability for your dates here:Key Points

- Stunning Views: Over 300 feet above the water, offering unmatched panoramic sights of Key West and the Atlantic.
- Professional Guides: Joey and Marty are praised for their safety focus and friendly demeanor.
- Flexible Timing: Usually available morning, afternoon, and evening, fitting easily into your day.
- Photo Opportunities: Digital photos are available for purchase to preserve your adventure.
- Safety First: The tour includes a secure harness and experienced crew for peace of mind.
- Limited Accessibility: Not suitable for children under 5, pregnant women, or those with mobility challenges.
Planning more time in Key West? We've covered other experiences worth considering.
An Honest Look at the Experience

What to Expect from Your Parasailing Adventure
When you arrive at Sunset Watersports’ surf shop meeting point, you’ll find a friendly crew ready to gear you up for your high-flying adventure. The process begins with a safety briefing, then you’re securely strapped into a harness at the back of the boat. As the boat starts to move, you’ll feel a gentle pull that lifts you into the vibrant red, white, and blue parasail.
Most travelers find the ascent to be smooth, with few jitters thanks to the confident guidance of the crew. Once aloft—at over 300 feet—you’ll be treated to unobstructed views of Key West’s coastline, the ocean’s vastness, and distant islands. The photo package isn’t just a sales pitch; many reviewers mention how glad they are to have the pictures capturing that once-in-a-lifetime moment.
The Descent and Refreshing Dip
The descent is slow and controlled, giving you a chance to enjoy the water from a different perspective. Many travelers mention how refreshing it is to dip into the cool waters after soaring high, a perfect way to cool down and relax. If you’re lucky, you might even get a glimpse of marine life, although that’s not guaranteed.
More Great Tours NearbyReturning and Reflecting
Back on the boat, the crew works to ensure a smooth landing. This is often praised as well, with reviews emphasizing how safe and confident the staff made them feel. After your flight, you’re free to chat with other guests or review the photos on offer, holding onto the memories of your aerial adventure.
The Value of This Tour

For $85, the value lies in the brief but exhilarating experience and the stunning perspectives you’ll gain. The included safety measures, professional guides, and photo options make it a well-rounded, memorable experience. Keep in mind that food and drinks aren’t included, so plan accordingly if you want to snack or hydrate afterward.
Price vs. Experience
While $85 might seem steep for a short activity, the quality of the guides and the safety record, plus the views, justify the price. Especially for first-time parasailers or those who want a highlight of their Key West trip, it’s money well spent.
The Itinerary in Detail

Meeting Point at Sunset Watersports
Located at the iconic Smathers Beach, the meeting point is easy to find and accessible. The crew is typically ready to greet guests with equipment and safety gear. The tour usually departs in the morning, afternoon, or evening, offering flexibility in planning.
The Boat Ride
Once aboard, the boat ride out to the parasailing launch site is part of the fun. It’s a chance to enjoy the sea breeze and chat with fellow travelers. The boat is equipped for a small group size, ensuring personalized attention and safety.
The Ascent
The actual ascent into the sky takes just a few minutes, but it’s packed with visual payoff. You’ll see the turquoise waters, sandy beaches, and the bustling town from above, a perspective that’s both peaceful and exhilarating.
The Flight
During the flight, you’re securely attached and can relax, taking in the view or even snapping photos if you’ve purchased a package. Some reviews highlight how “super cool and very professional” the guides are, making the experience even more enjoyable.
The Descent and Return
After a few minutes in the air, the crew gently guides you back down for a smooth landing. Many travelers mention how safe and confident they felt throughout, thanks to the expert staff.
Authentic Feedback from Travelers
Reviewers have consistently praised the professionalism and friendliness of the crew. Adam, for instance, called Joey and Marty “amazing” and highlighted their safe, excellent service. Others appreciated the stunning views and the chance to dip into the water, with one noting how “being dipped into the water” added a refreshing touch.
The safety record and attentiveness of the team are clear in the glowing reviews, with many mentioning how “the staff were very professional and very sure of the safety”. The activity’s short duration is appreciated, making it easy to fit into a busy itinerary, yet memorable enough to be a highlight.
Practical Tips for Your Parasailing Experience
- Bring your ID or passport for check-in.
- Wear swimwear and bring a towel for after your dip.
- Use biodegradable sunscreen to protect your skin and the environment.
- If you want photos, purchase the digital package early, as it’s a popular souvenir.
- The activity isn’t suitable for children under 5, pregnant women, or people with mobility issues, so plan accordingly.
- Timing is flexible; check what slot fits your schedule best.
The Sum Up

This parasailing trip at Smathers Beach offers a thrilling, picture-perfect moment on your Key West vacation. With professional guides ensuring your safety and stunning views that will leave you breathless, it’s a worthwhile splurge for those looking to add some adventure. The short duration makes it ideal for travelers who want a quick adrenaline rush without tying up a large chunk of their day.
If you’re chasing unique photos, want to experience the joy of flying high above the sea, or simply seek a fun, safe activity that adds a little sparkle to your trip, this tour is a solid choice. The consistent positive reviews and attention to safety give peace of mind, while the opportunity to enjoy spectacular vistas makes it an experience worth sharing.
For travelers eager for a memorable thrill and a beautiful perspective on Key West, this parasailing adventure delivers on both counts. It’s a fun, well-managed excursion that balances excitement with safety, leaving you with stories to tell and photos to cherish.
FAQ

Is this activity suitable for children?
The tour isn’t suitable for children under 5 years old, so if you’re traveling with very young children, you might want to explore other options.
How long does the parasailing flight last?
The actual flight is part of a one-hour experience, which includes preparation, the ride, and return. The flight itself is a few minutes, but the total activity lasts about an hour.
Are digital photos included in the price?
No, the photos are available for purchase separately. Many travelers find the photos to be a great way to remember the trip.
What should I bring with me?
Bring your ID, swimwear, a towel, and biodegradable sunscreen. It’s also smart to wear sunglasses or a hat for sun protection on the boat.
Is the tour available in the evening?
Yes, the tour is usually available in the morning, afternoon, and evening, providing flexible options for fitting it into your schedule.
What if I want to cancel?
You can cancel up to 24 hours in advance for a full refund. The activity offers a flexible reservation policy, making planning easier.
In the end, Key West parasailing at Smathers Beach offers a quick, exhilarating escape into the sky, with views that linger long after you land. Whether you’re celebrating a special occasion or simply want a fun story to tell, it’s an adventure worth considering during your stay.
You can check availability for your dates here:More Tour Reviews in Key West
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