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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 11 – 15 of 15 reviews
  • Margie Tan
    Margie Tan
    us
    New York, US
    •
    Member since 2024
    5.0
    Verified

    Best!

    4 Hour – Adventure Charter (9AM) • 12 adults

    We had the best boating experience with Captain Dean and his assistant Ben! The boat was absolutely beautiful and spacious, comfortably accommodating our group of 11. Despite the windy conditions and rough waves, Captain Dean expertly navigated us to a manageable snorkeling location where we could still enjoy the stunning Caribbean marine life. Having visited the Cayman Islands for the past 20 years and regularly chartering boats for our family gatherings, this trip stands out as one of the best. Captain Dean and Ben were incredibly knowledgeable about the sea and local traffic, ensuring our trip was smooth and enjoyable. We can’t recommend them highly enough and look forward to another adventure with them in the future!

    Response from Charter operator

    Hey Margie Thank you so much for the review always appreciated. Hope enjoyed the rest of your vacation. Thank you again

  • Bryan Johnson
    Bryan Johnson
    us
    Michigan, US
    •
    Member since 2026
    4.3
    Verified

    April boating trip

    4 Hour – Private Charter (2PM) • 13 adults • 3 children
    Response from Charter operator

    thank you for sailing with us

  • Michael Dreznes
    Michael Dreznes
    us
    California, US
    •
    Member since 2025
    5.0
    Verified

    Amazing experience

    4 Hour – Private Charter (2PM) • 18 adults • 10 children

    Captain Dean and Jasper were an incredible crew! Jasper interacted so well with the kids, especially at Stingray City. The Jade is a beautiful boat I would highly recommend this tour

  • Thomas Rosser
    Thomas Rosser
    us
    Oklahoma, US
    •
    Member since 2024

    The captain canceled

    Trip was supposed to happen on December 30, 2024
    The charter operator canceled 1 days prior to the trip date. This is an automated posting.
  • Danielle Musolf
    Danielle Musolf
    us
    Georgia, US
    •
    Member since 2024

    The captain canceled

    Trip was supposed to happen on December 29, 2024
    The charter operator canceled on trip date. This is an automated posting.