Key West Parasailing Adventure with Island Time Parasail in Key West
Key West, United States

Key West Parasailing Adventure with Island Time Parasail

Outty Ranking 66 5.0 · 22 traveler reviews1.3 hoursFrom $63

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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$63
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Outty Ranking

66/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 22 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Key West Parasailing Adventure with Island Time Parasail worth booking?

Key West Parasailing Adventure with Island Time Parasail is a 1.3-hour experience in Key West, United States, from $63 per person. It scores 66 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 5/5 rating across 22 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
66 / 100
Rating
5/5 (22)
Duration
1.3 hours
From
$63 per person

Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe vibrant coral reefs and watch for dolphins and sea turtles swimmi

What you get

    About this experience

    Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe vibrant coral reefs and watch for dolphins and sea turtles swimming below. With a professional crew ensuring safety and comfort, enjoy a tandem or triple flight for a shared experience that’s perfect for families or friends. Whether it's a romantic outing or a fun group adventure, the thrill of parasailing brings unforgettable memories to your Key West vacation.

    What's included

    Included

    • Life jackets and parasail gear will be provided.

    Where it starts and ends

    Meeting point

    Key West

    We are located at 202 William St, Key West, FL 33040. Walk down Lazy Way Lane and we are on the docks in between the iconic "Schooner Wharf Bar" and the Sebago gazebo booth. Look for the "Island Time Parasail" sign on the water. Our crew will meet you on the boat and get you signed in.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    We are located at 202 William St, Key West, FL 33040. Walk down Lazy Way Lane and we are on the docks in between the iconic "Schooner Wharf Bar" and the Sebago gazebo booth. Look for the "Island Time Parasail" sign on the water. Our crew will meet you on the boat and get you signed in.

    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
    Island Time Parasail

    Know before you go

    • Public transportation options are available nearby
    • Not recommended for travelers with spinal injuries
    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • Suitable for all physical fitness levels

    Photos

    Key West Parasailing Adventure with Island Time Parasail in Key West, photo 2Key West Parasailing Adventure with Island Time Parasail in Key West, photo 3Key West Parasailing Adventure with Island Time Parasail in Key West, photo 4Key West Parasailing Adventure with Island Time Parasail in Key West, photo 5Key West Parasailing Adventure with Island Time Parasail in Key West, photo 6Key West Parasailing Adventure with Island Time Parasail in Key West, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 22 traveler reviews. Written by us, not quoted from reviewers.

    Photo opportunities

    5 mentions

    The views and photo stops come up again and again.

    Good for families

    4 mentions

    Reviewers traveling with kids report it landed well with their group.

    Organization

    2 mentions

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

    Traveler reviews

    22 verified traveler reviews for Key West Parasailing Adventure with Island Time Parasail. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    22
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    581garrettd · June 2026

    Amazing experience

    My friends and I decided to book a parasailing trip and it was the highlight of our trip. Big thanks to Keegan and Captain Logan for making our parasailing experience so enjoyable and something we will talk about for years to come. Will definitely be back!

    via Tripadvisor

    Duncan H · June 2026

    Super Rad Parasail Experience - we will be back!

    The experience was fantastic. Took the whole family for our first ever parasail adventure. The boat, the crew (Tucker), and the location were all top notch. We purchased with the photo package - made it simple to enjoy the time in the “chute” while documenting all the smiles on our faces!

    via Tripadvisor

    960kileyk · June 2026

    Had so much fun!

    Absolutely amazing experience! The crew was friendly, professional, and made us feel safe the entire time. Tucker was hilarious as well! The views of Key West from above were breathtaking, and the ride was smooth and unforgettable. One of the highlights of our trip—highly recommend!

    via Tripadvisor

    Safari50020211696 · June 2026

    Key West Parasailing

    I had a great time parasailing with my family!The captain and mate did a great job and made sure we all were comfortable and safe. Highly recommend Island Time Parasail!

    via Tripadvisor

    Hailee F · June 2026

    Wonderful Experience! Highly recommend!

    We had an incredible experience with this parasailing company! From the moment we arrived, the staff was welcoming, professional, and genuinely excited to make sure everyone had a great time. They took the time to explain the process, answer questions, and made even first-time flyers feel completely at ease. The boat itself was beautiful, clean, and well-maintained, which added to the overall experience. One thing that really stood out was the company’s commitment to safety. Their equipment appeared to be in excellent condition, the crew thoroughly reviewed all safety procedures, and they were attentive throughout the entire trip. We felt confident and secure from start to finish. The parasailing experience was absolutely breathtaking, with stunning views and a smooth, enjoyable ride. If you’re looking for a fun, safe, and memorable adventure, I highly recommend booking with this company. Friendly staff, top-notch safety standards, and an amazing experience—we can’t wait to come back! This version sounds authentic while highlighting the key factors that help new businesses earn trust and future bookings: friendliness, professionalism, safety, and overall experience.

    via Tripadvisor

    Good to know

    Duration
    1.3 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $63 to $95
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    8
    Verdict
    Solid Choice

    Why this scores 66

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

    Traveler sentiment (30% weight)89
    Review evidence (18% weight)41
    Booking momentum (14% weight)33
    Value for money (12% weight)52
    Listing quality (10% weight)74
    Local standing (8% weight)71
    Booking flexibility (8% weight)100

    Key West Parasailing Adventure with Island Time Parasail: questions travelers ask

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

    How much does Key West Parasailing Adventure with Island Time Parasail cost?

    +

    Prices start at $63 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 Key West Parasailing Adventure with Island Time Parasail take?

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    Plan for about 1.3 hours 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 Key West Parasailing Adventure with Island Time Parasail worth it?

    +

    It holds an Outty Ranking of 66 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 22 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 Key West Parasailing Adventure with Island Time Parasail?

    +

    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 Key West Parasailing Adventure with Island Time Parasail suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 1.3-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Key West Parasailing Adventure with Island Time Parasail?

    +

    Around 8 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 1.3-hour experience runs outdoors or after sunset.

    Where does Key West Parasailing Adventure with Island Time Parasail start and how do I get there?

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    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?

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    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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