Sailing, Catamaran & Gulet Tours in Stock Island

12 boats available

The best out of 12 deals in Stock Island - enter dates to check availability

Top Sailing, Catamaran & Gulet Tours in Stock Island

What boaters said about Sailing, Catamaran & Gulet Tours

  • 5.0
    /5
    ('Sandbar Like a Local, 6HR')

    Awesome Day out on the water

    Janis was amazing and made the day great. saw so many cool spots and plenty of time to relax at each one.
    Mike B.
    Mike B.
    Reviewed on Nov 4, 2026
  • 5.0
    /5
    (4 Hour – Sandbar Trip (PM))

    Don’t Pass This Up!!!

    We had such an amazing time out on the water! Sergei was a phenomenal captain and truly went above and beyond to make sure we had the best experience. He took photos for us, made sure our drinks were never empty, and kept the good times going! He was so friendly, attentive, and fun to be around. We couldn't have asked for a better day on the water. If you're in Key West, I highly recommend booking with Sergei. You won't be disappointed!
    Jessica P.
    Jessica P.
    Reviewed on Oct 31, 2026
  • 5.0
    /5
    (8 Hour – Boating Adventure (AM))

    A day well spent, great for a special group outing

    We spent a day with Captain Carlos- great trip, and he was very accommodating to our group of 10. One thing to note- the boat did hold all of us, but may be a more comfortable ride with 8. Highly recommend a full day of cruising, as a half a day is too short.
    Jill E.
    Jill E.
    Reviewed on Oct 19, 2026
  • 5.0
    /5
    (4 hour - Sunset Cruise)

    Amazing time

    Awesome Captain, immaculate boat and outstanding experience. Highly recommend
    David T.
    David T.
    Reviewed on Oct 17, 2026
  • 5.0
    /5
    (4 Hour – Sandbar Trip (AM))

    amazing day!

    we got to see the most beautiful water and sandbars. the boat is meticulous and so comfortable. it was so amazing to don this with our friends!
    Gina R.
    Gina R.
    Reviewed on Oct 4, 2026