The Best Boat Rentals Near Swampscott

Embark on a Luxurious Journey Aboard the 103’ Trilogy Power Mega Yacht

We celebrated my dad's 75th birthday with a sunset cruise through Boston Harbor and it was absolutely so special & memorable. The crew went above and beyond for us and really made the trip incredible.

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!

Cal 36 Sailboat Rental in Marblehead, Massachusetts

We had a great day on the water with Captain Alan. Highly recommend this charter. Captain Alan is a knowledgeable and affable sailor. The trip consisted of myself and my wife, our twenty two year old daughter, and her two friends; the boat was easily accommodated all of us, Captain Alan and his first mate. Highly recommend Marblehead and the North Shore area for convenient and scenic sailing. We were even able to swim off the boat. Great day!

Cal 36 Sailboat Rental in Marblehead, Massachusetts

Outstanding captain, flexible schedule, based on wind conditions. Knowledgeable captain, plan b to view the seals during calm wind conditions, that kept my grandsons (8,10) entertained. First mate Mable , very helpful, both with the boat and the boys.

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.

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.