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Gypsy Soul Tours
Captain

Gypsy Soul Tours

Stamford, United States
3 reviews
Captain Jonathan Flaks is a U.S.C.G. Certified Captain based in Stamford, Connecticut, operating a Beneteau Oceanis 373. He specializes in private sailing trips, sunset cruises, and special occasions on Long Island Sound, delivering safe, smooth, and memorable experiences on the water.

Charter

Rating

5.0
3 reviews
5.0
Boat & Equipment
5.0
Captain & Crew
5.0
Experience

All reviews (3)

Showing 1 – 3 of 3 reviews
  • Samantha Fleischman
    Samantha Fleischman
    us
    Santa Fe, NM, US
    •
    Member since 2026
    5.0
    Verified

    Awesome Bachelorette!

    3 Hr – Unforgettable Sailing Trip - 6:30 PM • 6 adults

    We had such a wonderful afternoon on the water with Captain Jon! The boat was beautiful, the day couldn’t have been better, and our only complaint was that we wished we could have stayed out longer. Jon was incredibly welcoming and accommodating and made the whole experience feel easy and relaxed. He is clearly a very confident and accomplished sailor, and also a fantastic host. We felt completely comfortable in his hands and were able to just relax, enjoy the gorgeous views, and spend time together. It was the perfect way to celebrate a special occasion, and we’d absolutely sail with Jon again!

    Response from Captain

    Thank you for your lovely review and the great time we had together. See you again anytime you'd like to set sail again.

  • Kevin Matyger
    Kevin Matyger
    us
    Delaware, US
    •
    Member since 2026
    5.0
    Verified

    Captain Jon was Fantastic!

    3 Hr – Unforgettable Sailing Trip - 6:30 PM • 3 adults

    We sailed with him out of Stamford on an unexpectedly windy day. And he handled the boat perfectly - calm, skilled, and easy to relax with. He was also great with my three year old aboard even with everything else going on. Highly recommend if you want an enjoyable sail with a captain who really knows what he’s doing. Would definitely book with him again!

    Response from Captain

    Thank you, Kevin. it was terrific having you all aboard.

  • Alison Civale
    Alison Civale
    us
    New York, US
    •
    Member since 2026
    5.0
    Verified

    Great sailing trip !

    3 Hr – Unforgettable Sailing Trip - 3:00 PM • 6 adults • 1 child

    Captain Jon and Andrea were amazing ! They provided different options for sailing/swimming and our kids loved it! We would definitely bring our family back !

    Response from Captain

    Thank you, Alison. Happy Birthday to "M"and thank you for bringing your family aboard to celebrate with us!