Gloucester, Massachusetts Boat Rentals

Gloucester Reviews

1. FB

   Frima

   2 hour harbor cruise around historic Salem Sound

   Our trip with Captain Michael was exceptional! All around delightful experience from start and finish! The boat is clean and very spacious. The Captain and staff member was very engaging and made memorable stops for us to explore the beautiful coastline of the North Shore. Can't wait to go again!

2. BF

   Brianna

   Large Group Experience : Private Events in Gloucester, Massachusetts

   Best captain/host ever! The boat was beautiful, sound system great, and the people made our night. Everything went so smoothly. Barbara and Jeff were a great time and we can’t wait to hit the water with them again!

3. KB

   Kerry

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   My sisters and I had a wonderful experience with Captain Allan Waldman. We rented the Emma Rose to take our mother’s ashes and scatter them in the ocean out of Marblehead Harbor, where the boat is conveniently located. We were transported to and from the boat by independent launch from Commercial Street Wharf. The weather was luckily beautiful and the trip was made quite memorable by Captain Allan’s sensitivity to our needs. He is comfortable with people and gave us the time to absorb the experience we had and also enjoy the beauty of the afternoon.

4. DB

   Dylan

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   I booked this trip to propose to my girlfriend and Allen made this very memorable. The harbor and surrounding area in Marblehead was beautiful, and seeing all the other sails in the horizon is a scene that makes this experience worth every penny. Allen was friendly and very knowledgeable. I had never been on a sailboat before but the classic look and close quarters seating area of this vessel made for a romantic setting. Absolutely recommend for a date, special occasion, or just a casual sail around the Gold Coast.

5. BG

   Briana

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   Awesome experience & an amazing captain. The trip was relaxing and fun. Allan is super experienced, kind, and knowledgeable. He managed to smoothly sail through a sailboat race, without interfering with the race and showed us cute seals and beautiful mansions !!

6. JC

   Jennifer

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   We had a wonderful experience with Captain Allan and his beautiful sailboat! He was very nice and explained things to us, let us help him with the rigging and sailing, let us take pics and hang out all over the boat, let us play our music and bring our own cooler. We had fantastic weather and saw how beautiful Marblehead was! Would highly recommend!