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    1. Local experiences/
    2. Key West, FL/
    3. Water Activities/
    4. Parasailing/
    5. Key West Parasailing Adventure

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    Key West Parasailing Adventure

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

    From$49/ person

    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.

    FAQs

    Q: What is the minimum age to participate?

    A: Ages 5+ are accepted for the parasail ride.

    Q: How long will I be in the air and how long is the whole boat trip?

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


    Q: Is there a weight limit or other safety-related restrictions?

    A: 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.

    Q: Is there parking for parasailing?

    A: Yes. There is a city operated parking lot on Caroline St for $4 an hour, plus metered street parking and a nearby garage on James and Grinnel Street.

    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.

    Meeting location

    201 William St Key West, Florida

    Experience provided by Sunset Watersports
    Experience provided by Sunset Watersports

    How can we help?

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

    Call or text (650) 414-7338

    Reference #H883V8

    Parasail Flight

    $49.95

    1

    Handpicked for you, so you can book with confidence

    • Best local prices

    • Flexible cancellation

    • Private and secure

    Each booking directly supports small businesses in our community.

    4.8 stars• 19.2K reviews

    Review summary

    4.8
    Excellent
    19.2K reviews•Google Maps

    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 5
    5/5

    Fabulous evening on the Sandie Cat with friends! Captain and crew were attentive and very friendly. It looked like there was rain all around us, but our wonderful captain steered us between the storms. The boat was not overcrowded at all, and there were plenty of places to stand or sit to enjoy the view. Live music was provided and a wonderful, complete dinner buffet was included too. A nice touch as we boarded the boat – rum punch was premade and ready to grab while we listened to the captains instructions on safety.Would 100% recommend and hope to go again next time we are in Key West.

    Photo of Sally Bartlett

    Sally Bartlett

    October 10, 2025

    Review 1 of 1
    5/5

    Fabulous evening on the Sandie Cat with friends! Captain and crew were attentive and very friendly. It looked like there was rain all around us, but our wonderful captain steered us between the storms. The boat was not overcrowded at all, and there were plenty of places to stand or sit to enjoy the view. Live music was provided and a wonderful, complete dinner buffet was included too. A nice touch as we boarded the boat – rum punch was premade and ready to grab while we listened to the captains instructions on safety.Would 100% recommend and hope to go again next time we are in Key West.

    Photo of Sally Bartlett

    Sally Bartlett

    October 10, 2025

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