George Town
Trips from
US $2,000
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
- George TownTrips fromUS $1,500
Rating
4.9
15 reviews
5.0
Boat & Equipment
4.9
Captain & Crew
4.9
Experience
All reviews (15)
Showing 1 – 5 of 15 reviews
Sherry Cole
West Virginia, US•Member since 20265.0VerifiedBeyond extraordinary!
4 Hour – Adventure Charter (9AM) • 14 adults10 plus recommend this boat captain and crew! Capt Dean and Dulian are seriously the best! From the minute they picked us up until our return, it was seriously amazing. The boat is absolutely gorgeous. We’ve chartered boats in many countries, but this was the best by far! Thank you for making this a memory to treasure!
Response from Charter operatorHey Sherry Thank you so much. what a beautiful family. Weather was the best making the day so oerfect especially with wonderful guests.
Michelle CornelioConnecticut, US•Member since 20255.0VerifiedPerfect Wedding Guest Activity
4 Hour – Private Charter (2PM) • 35 adults • 2 childrenWe went out with Captain Luke for an excursion for 30 of our wedding guests and everything waa flawless. Easy to find the location, easy boarding, stops were great. The boat was beautiful and accomodated 30 easily. We has space to move about and gave folks the option to be inside or outside. Staff was friendly, accomodating and professional. They wanted to make sure everyone was safe and enjoyinh themselves. I’d highly recommend and would use again on the future for large group trips.
Response from Charter operatorhey Michelle thats amazing to hear thwnk you firstly for choosing Point Blue Sailing and secondly for an amazing review. have passed it on to the team thank you so much
Kaley HaugenNorth Dakota, US•Member since 20265.0VerifiedWonderful Experience
4 Hour – Private Charter (2PM) • 22 adultsOur family had an amazing time on our catamaran trip. The boat was beautiful, the captain/crew were very knowledgeable and helpful, the atmosphere was laidback and so enjoyable. We really enjoyed snorkeling and sting ray city. We’ve been on catamaran experiences before and this was by far our favorite! Highly recommend!
Response from Charter operatoryay, thank you so much. always happy when guests have a great time. hope to see you all again soon
Karen SmileyTexas, US•Member since 20265.0Verifiedwonderful boat & crew!
4 Hour – Private Charter (2PM) • 22 adultsWe had a wonderful boat experience! The boat was beautiful & spacious for our group of 22. Alex & Ben were great!
Response from Charter operatorHey Karen thats wonderful to hear we will let the team know. thank you so much for sailing with us.
Tanya VillagomezRepeat customerNew Jersey, US•Member since 2025•2 trips5.0Verifiedwonderful trip
4 Hour – Private Charter (9AM) • 11 adultsOur family of 10 had a wonderful excursion that was perfextly tailored for us. Highly recommend.
Response from Charter operatoramazing thank you