Parasailing in Key West at Smathers Beach in Key West
Key West, United States

Parasailing in Key West at Smathers Beach

Outty Ranking 64 4.7 · 154 traveler reviews1 hoursFrom $86

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$86
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Outty Ranking

64/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

4.7/5

Based on 154 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Parasailing in Key West at Smathers Beach worth booking?

Parasailing in Key West at Smathers Beach is a 1-hour experience in Key West, United States, from $86 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 4.7/5 rating across 154 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
64 / 100
Rating
4.7/5 (154)
Duration
1 hours
From
$86 per person

Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats  All crews Licensed and insured

What you get

    About this experience

    Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats  All crews Licensed and insured

    What's included

    Included

    • Parasail Ride

    Not included

    • Gratuities

    Where it starts and ends

    Meeting point

    Key West

    Check In At Our Smathers Beach Hut

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Check In At Our Smathers Beach Hut

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Sunset Watersports

    Know before you go

    • Not recommended for travelers with spinal injuries
    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • Travelers should have at least a moderate level of physical fitness
    • Please check in for the trip 30 minutes prior to departure time

    Photos

    Parasailing in Key West at Smathers Beach in Key West, photo 2Parasailing in Key West at Smathers Beach in Key West, photo 3Parasailing in Key West at Smathers Beach in Key West, photo 4Parasailing in Key West at Smathers Beach in Key West, photo 5Parasailing in Key West at Smathers Beach in Key West, photo 6Parasailing in Key West at Smathers Beach in Key West, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 154 traveler reviews. Written by us, not quoted from reviewers.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Value for money

    2 mentions

    Travelers feel they got more than they paid for.

    Organization

    2 mentions

    Pickup, timing, and logistics are described as running smoothly.

    Traveler reviews

    154 verified traveler reviews for Parasailing in Key West at Smathers Beach. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    137
    4 star
    7
    3 star
    2
    2 star
    1
    1 star
    7
    Sort
    Hailey_B · August 2026

    Our experience was great...

    Our experience was great ! Captian and boat hand were both so friendly and easy to talk to! They calmed my nerves and got us up in the sky it was beautiful! I definitely recommend doing this at least once in your lifetime , it was so peaceful ! Not to forget our boat hand was a PROFESSIONAL photographer!!

    Response from the operator: Thank you so much for sharing your experience! We’re thrilled to hear that our captain and boat hand made you feel comfortable and helped calm your nerves. Parasailing really is such a peaceful and unforgettable way to see Key West from above! 🪂🌴 And we’re glad our professional photographer helped capture those special moments for you. Thank you for the recommendation—we hope to see you back in the skies again soon!

    via Viator

    Patricia_N · August 2026

    Parasailing

    It was good challenge to ride very beautifully !!!! More Much Fun!!!! Also great pictures to take !!!!

    Response from the operator: Thank you for the great review! 🌴🪂 We’re so glad you had a fun and exciting time parasailing with us at Smathers Beach! It sounds like you enjoyed the adventure and captured some great photos along the way. 📸☀️ We truly appreciate you joining us and hope to see you back for another Key West adventure soon!

    via Viator

    Jennifer_M · August 2026

    Parasailing

    Great time! So much fun and well organized. Logan and David we professional, funny, and experienced.

    Response from the operator: Thank you for the fantastic review! 🪂☀️ We’re thrilled to hear you had such a great time parasailing with us. We’re especially glad Logan and David made your experience fun, professional, and well organized. We’ll be sure to share your kind words with them! Thank you for choosing Sunset Watersports, and we hope to see you back in the skies over Key West again soon! 🌴🌊

    via Viator

    Tatiana_Q · August 2026

    Worth it!!

    It was an experience! I was anxious and scared because it was my first time and they made sure that I was in the great mind set, checked everything, told me how smooth it will be and I will love it and everything went exactly how it was promised.

    Response from the operator: Thank you for sharing your experience! We're so glad you decided to give parasailing a try, especially for your first time. It's wonderful to hear that our crew helped ease your nerves, explained everything clearly, and made you feel comfortable before takeoff. Knowing that the experience was just as smooth and enjoyable as promised means a lot to us. We appreciate you choosing Sunset Watersports and hope you'll come back to fly with us again on your next trip to Key West!

    via Viator

    Brian_W · July 2026

    Great time and beautiful views!

    What a beautiful way to see the Keys! So quiet and peaceful. I loved seeing my family experience it as well!

    Response from the operator: Thank you for your wonderful review! We're so happy you enjoyed the peaceful views from above and that your family got to share the experience together. Parasailing really is a unique way to see the beauty of Key West, and we're thrilled it created such a memorable moment for all of you. We hope to welcome you back for another adventure soon!

    via Viator

    Good to know

    Duration
    1 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    54
    Verdict
    Solid Choice

    Why this scores 64

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)78
    Review evidence (18% weight)66
    Booking momentum (14% weight)60
    Value for money (12% weight)19
    Listing quality (10% weight)59
    Local standing (8% weight)53
    Booking flexibility (8% weight)100

    Parasailing in Key West at Smathers Beach: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Key West.

    How much does Parasailing in Key West at Smathers Beach cost?

    +

    Prices start at $86 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Key West usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Parasailing in Key West at Smathers Beach take?

    +

    Plan for about 1 hour from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Key West is not rushed.

    Is Parasailing in Key West at Smathers Beach worth it?

    +

    It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.7/5 across 154 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Key West, and how flexible the cancellation terms are.

    Can I cancel or reschedule Parasailing in Key West at Smathers Beach?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Parasailing in Key West at Smathers Beach suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 1-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Parasailing in Key West at Smathers Beach?

    +

    Around 54 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Key West can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Key West and add a light layer if any part of the 1-hour experience runs outdoors or after sunset.

    Where does Parasailing in Key West at Smathers Beach start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Key West within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Key West?

    +

    Key West is a boat town. The only living coral barrier reef in the continental US sits seven miles offshore, and reef trips, sunset catamarans and backcountry kayak runs are the core bookings, alongside Hemingway house and Duval history walks. Our ranking weighs boat capacity and reef site rotation, which separates the good operators from the party cruises. On Outty we rank every Key West experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Shark and Wildlife Viewing Adventure in Key West, Southernmost Food & Cultural Walking Tour by Key West Food Tours, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Key West?

    +

    December to April, dry season and calm reef water. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Key West?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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