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Point Blue Sailing
Charter operator

Point Blue Sailing

George Town, Cayman Islands
10+ reviews
With over 15 years of experience in the Cayman Islands and 20 years of sailing expertise, Captain Dean is passionate about delivering unforgettable sailing adventures. Having sailed over 25,000 offshore miles, including an impressive 28-day journey from China to Seattle, Captain Dean's extensive knowledge of the sea ensures a safe and memorable experience. As the owner of four sailing vessels throughout his career, Captain Dean now leads Point Blue Sailing, offering private, customizable charters aboard luxury catamarans or monohull sailboats. From thrilling blue water sailing outside Grand Cayman's reefs to leisurely cruises in the North Sound, guests can enjoy top snorkeling spots like Stingray City or relax with lunch or dinner at exclusive venues. Captain Dean's dedication to exceptional service makes every trip a unique and personalized adventure.

Charters

Rating

4.9
15 reviews
5.0
Boat & Equipment
4.9
Captain & Crew
4.9
Experience

All reviews (15)

Showing 6 – 10 of 15 reviews
  • Jason Greeson
    Jason Greeson
    us
    Indiana, US
    •
    Member since 2025
    5.0
    Verified

    Cayman's finest

    4 Hour – Private Charter (2PM) • 11 adults

    Spencer and Jasper were awesome getting us to the best spots and making sure we didn't miss anything underwater for our snorkeling experience. Made our way to stingray city and starfish point before a nice sail across Grand Sound.

    Response from Charter operator

    Hey Jason Very much appreciate thank you. Just happy the weather played along in the end. Enjoy the rest of your vacation. Capt. Dean

  • May Kovalchuck
    May Kovalchuck
    us
    Michigan, US
    •
    Member since 2026
    5.0
    Verified

    Great trip

    4 Hour – Private Charter (9AM) • 8 adults • 4 children

    Captain Dean and his first mate were amazing. They were very accommodating, the boat was immaculate. The kids all had a lot of fun and he was super friendly and professional. Would book with him again in a heartbeat

    Response from Charter operator

    Hey May thank you so much. loverly to finaly meet you and your guests. always a pleasure. safe travels Capt. Dean

  • mary martin
    mary martin
    us
    New York, US
    •
    Member since 2026
    5.0
    Verified

    Wonderful!

    Special 4 hour trip for mary martin • 2 adults

    Great crew and great time!

    Response from Charter operator

    Hey Mary apologies for the late response. thank you so much for sailing with us. we hope to see you again

  • David Simpson
    David Simpson
    us
    Arkansas, US
    •
    Member since 2026
    5.0
    Verified

    one of the best anywhere

    4 Hour – Private Charter (9AM) • 9 adults

    boat was extremely clean, crew were fun, attentive and knowledgeable. i have probably been on over 60 catamaran cruises (Private) and this was in top 3. nice job to all involved.

  • Tanya Villagomez
    Tanya Villagomez
    Repeat customer
    us
    New Jersey, US
    •
    Member since 2025
    •
    2 trips
    5.0
    Verified

    wonderful trip

    4 Hour – Private Charter (9AM) • 11 adults

    Our family of 10 had a wonderful excursion that was perfextly tailored for us. Highly recommend.

    Response from Charter operator

    amazing thank you