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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Parasailing
    5. /Parasailing in Key West: 10 Minute Flight
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    Parasailing in Key West: 10 Minute Flight

    Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West

    4.8 stars• 24.1K reviews

    Duration

    Up to 1 hour

    Ideal For

    Up to 12 people

    Includes

    Parasail flight, Safety gear

    Highlights

    Soar above the crystal-clear waters of Key West on this parasailing adventure. Take off directly from the boat and enjoy a 10–12-minute flight with sweeping views.

    1. Fly up to 300 feet for panoramic island vistas
    2. Relax to tropical music during the short cruise
    3. Experience smooth takeoff and landing from the deck
    4. Ride with friendly USCG-certified captain and crew
    5. Stay safe with provided harnesses and life jackets
    6. Add an optional photo package to capture the thrill

    What's Included

    1. Tandem or triple parasail flight
    2. All safety equipment
    3. Professional captain and crew

    Things to know

    Boats hold up to 12 passengers. Solo, tandem or triple flights are assigned on site based on weight distribution for safety.

    Cancellation Policy

    Full refund or credit for cancellations made at least 24 hours before departure. Full refund or credit if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    Product ID: H883V8

    FAQs

    Ages 5+ are accepted for the parasail ride.

    Flight time is typically 10-12 minutes in the air. You’ll be on the boat for up to about 1 hour.

    Yes, for example up to three passengers may fly together if they stay under a combined weight threshold (e.g., under about 500 lbs) for safety.

    Meeting details

    201 William Street, Key West, FL 33040

    Experience provided by Sunset Watersports

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

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    Parasail Flight

    $73.83

    0

    Parasail Rider

    $55.41

    Secure a spot on the boat with no flight included

    0

    Private Charter

    $862.03

    Up to 12 passengers

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    24.1K reviews•Google Maps
    19,943
    1,276
    396
    243
    505

    Sunset Watersports offers a solid range of activities from parasailing and jet skiing to snorkeling trips and dinner cruises, with most visitors leaving genuinely impressed. The parasailing consistently gets rave reviews, with guests like Wyatt and various captains earning specific shoutouts for making the experience memorable and capturing great photos. The dinner cruises seem to be another winner, with Captain Kristen, Captain Logan, and others praised for their knowledge and service. People love the combination of sunset views, live music, cocktails, and the overall atmosphere. The snorkeling excursions also get strong marks, particularly when captains like Kristen find calm spots on the reef and crews like Kevin, Maggie, Helen, and McKenzie take time to explain everything thoroughly. That said, there are some hiccups worth noting. One detailed review painted a concerning picture of the water adventure park experience, citing inattentive staff more focused on their phones than guest safety, mediocre food (boiled hot dogs and chicken nuggets), and a snorkeling setup that felt underwhelming. Another guest had a truly disappointing sunset sail where the crew couldn't even get the sail up, leading to an hour spent circling near the dock with static-filled music and subpar food and drinks. While these negative experiences seem to be outliers given the overwhelmingly positive feedback, they suggest consistency can vary depending on which activity you book and which crew you get. The jet skiing and parasailing appear to be the safest bets if you're trying to decide what to book.

    What people are saying

    Review 1 of 4
    5/5

    Hubby and I experienced Key West like never before aboard The Sandie Cat for a luxury catamaran sunset sail. The beautiful sunset and tropical views were only part of the experience. The cruise included great appetizers and an unlimited open bar offering rum runners, margaritas, mixed drinks, draft beer, wine, champagne and soft drinks. The staff was extremely accommodating, and the DJ was excellent—keeping the music going and encouraging guests to dance throughout the catamaran. I did so much dancing that I probably should have brought a tip box! 🤣💃🏾 Captain Ana was equally impressive. We stayed to watch her dock the catamaran and were amazed by her precision and skill. My husband has been an aanother platform and boater throughout his life, so he understands the expertise required to safely maneuver a vessel of that size. He made a point of personally commending Captain Ana on a job exceptionally well done. From the attentive staff and energetic DJ to the appetizers, unlimited cocktails and excellent captain, the entire experience was enjoyable and well executed. We captured wonderful photos, made great memories and would absolutely recommend The Sunset Motorsports Key West Sandie Cat sunset sail to anyone looking for a memorable way to experience Key West from the water.

    Photo of Arleen Davis-Slagle

    Arleen Davis-Slagle

    September 1, 2026

    Review 1 of 1
    5/5

    Hubby and I experienced Key West like never before aboard The Sandie Cat for a luxury catamaran sunset sail. The beautiful sunset and tropical views were only part of the experience. The cruise included great appetizers and an unlimited open bar offering rum runners, margaritas, mixed drinks, draft beer, wine, champagne and soft drinks. The staff was extremely accommodating, and the DJ was excellent—keeping the music going and encouraging guests to dance throughout the catamaran. I did so much dancing that I probably should have brought a tip box! 🤣💃🏾 Captain Ana was equally impressive. We stayed to watch her dock the catamaran and were amazed by her precision and skill. My husband has been an aanother platform and boater throughout his life, so he understands the expertise required to safely maneuver a vessel of that size. He made a point of personally commending Captain Ana on a job exceptionally well done. From the attentive staff and energetic DJ to the appetizers, unlimited cocktails and excellent captain, the entire experience was enjoyable and well executed. We captured wonderful photos, made great memories and would absolutely recommend The Sunset Motorsports Key West Sandie Cat sunset sail to anyone looking for a memorable way to experience Key West from the water.

    Photo of Arleen Davis-Slagle

    Arleen Davis-Slagle

    September 1, 2026

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