Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Sunset Watersports

    Sunset Watersports

    4.8 • 22.4K reviews
    Key West, FL

    Since 1984, family-owned Sunset Watersports has been Key West’s original watersports outfitter. Local captains and crew have spent four decades crafting unforgettable days on the water, from reef snorkeling and dolphin watching to...

    Report an issue

    Book Sunset Watersports

    Addon image

    Dolphin Watching, Snorkel & Sunset Cruise In Key West

    Cruise to spot dolphins, snorkel a reef, then enjoy sunset drinks

    From$79person
    Addon image

    Do 10 Watersports Activities in Key West

    6-hour Key West watersports combo with 10 activities plus lunch and drinks

    From$158person
    Addon image

    3-Hour Afternoon Snorkel Cruise in Key West

    Snorkel Key West’s reef, then sip from the open well bar

    From$56person
    Addon image

    Guided Key West Kayak Tour & Secluded Sandbar

    Boat out to a remote sandbar, then kayak through Key West mangroves

    From$153person
    Addon image

    Parasail Over Key West Bight

    Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat

    From$90person
    Addon image

    Ride 11-Activity Watersports Combo in Key West

    Spend 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back

    From$170person
    Addon image

    3-Hour Key West Two-Reef Snorkel & Sunset Cruise

    Snorkel two reef sites, then cruise back at sunset with drinks after your swim

    From$68person
    Addon image

    Key West Sunset Catamaran Cruise with Open Bar

    Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.

    From$102person
    Addon image

    Key West Kayak Tour with Sandbar & Lunch

    Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks

    From$153person
    Addon image

    Dolphin Watching & Sandbar Swim in Key West

    Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.

    From$147person
    Addon image

    Captain Your Boat to Hidden Sandbars & Mangroves

    Captain a two-person boat to secluded sandbars and mangrove islands.

    From$202
    Addon image

    Key West Reef Snorkel with Breakfast & Drinks

    Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.

    From$57person
    Addon image

    Parasailing in Key West: 10 Minute Flight

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

    From$68person
    Addon image

    Parasailing at Smathers Beach in Key West

    Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat

    From$96person
    Addon image

    Guided 1.5-Hour Jet Ski Tour in Key West

    Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle

    $181.60person

    Review summary

    4.8
    Excellent
    22.4K 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 2
    5/5

    So much fun! Check in was a breeze, tour guide G was awesome. Couldn’t have asked for a better experience. They accommodate those that want to go faster and those that want to go slower. I will definitely be a repeat customer on my next Key West trip.

    Photo of Meg S

    Meg S

    May 24, 2026

    Review 1 of 1
    5/5

    So much fun! Check in was a breeze, tour guide G was awesome. Couldn’t have asked for a better experience. They accommodate those that want to go faster and those that want to go slower. I will definitely be a repeat customer on my next Key West trip.

    Photo of Meg S

    Meg S

    May 24, 2026