Great sailboat rentals near Gloucester, Massachusetts.

Sailing Reviews in Gloucester

1. 

   Jen

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   My sister and I had a wonderful time with Captain Allan and we had perfect weather all day. He was very knowledgable about the local area and a very skilled captain, making us feel comfortable throughout the whole experience. We played music and had such a great time talking with him. Would absolutely recommend and definitely use Captain Allan again.

2. CM

   Charneyee

   Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

   One word! Amazing. Hospitality, equipment. Boat, just beautiful. Me and my family enjoyed every moment. Thank you Capt. Lu 20/10

3. VL

   Vincent

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   I booked a trip for my niece and nephew to scatter their mom's (my sister's) ashes. They were very pleased with the service, and it was a perfect day. Communication was fantastic, and the crew was very receptive to their needs. Don't hesitate to book with them!

4. 

   William

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   2nd sail w/ Rick & Deb. They are warm and entertaining hosts and their boat is a beauty. Wonderful sail last night and we were lucky to catch some wind and get up to 8 knots. A delicious charcuterie board was included. Highly recommend sailing the Artemis with Rick & Deb.

5. 

   David

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   Rick and Deb create an unmatched experience. Once someone experiences 64’ and multiple sails propelling one through the water…. The comforts, viewing and lounging locations onboard…and the company/conversation with the captain/first mate (Rick and Deb). Anyone will consider this one of the greatest values and investments in experience they have made in a long time. Highly recommend.

6. DB

   David

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   A Memorable Sailboat Adventure: Weathering the Storm with an exceptional Captain. Embarking on a sailboat outing can be an exhilarating experience, and my recent adventure certainly proved to be one for the books. Despite facing harsh weather conditions, the exceptional captain and crew aboard the sailboat managed to turn it into an unforgettable journey. Let me share the highlights of this remarkable trip. From the moment we stepped aboard, it was evident that we were in capable hands. The captain and crew exuded confidence, expertise, and a passion for sailing. Their extensive knowledge of the sea and their professionalism were evident throughout the entire voyage. They skillfully navigated the sailboat through turbulent waters, ensuring our safety remained their utmost priority at all times. The adverse weather conditions presented us with a unique challenge, but it was precisely during these moments that the captain's expertise truly shone. Their ability to handle the sailboat with finesse, adjusting the sails and making necessary adjustments to ensure stability, was nothing short of remarkable. Even amidst the pounding rain and fierce winds, we always felt secure under their capable command. While the tempestuous weather demanded our resilience, the comfort of the sailboat's warm cabin provided a welcome respite. It was here that the crew's attentiveness truly made a difference. They anticipated our needs, promptly offering warm beverages and blankets to keep us comfortable. Their friendly demeanor and willingness to engage in conversation added a delightful personal touch to the entire experience. Now, let's talk about the food. In a word: fantastic! Despite the challenges of preparing a meal aboard a moving sailboat, the crew managed to create a culinary experience that exceeded all expectations. From hearty tea to a delicious charcuterie platter, every bite was a delightful treat for the taste buds. The crew's attention to dietary preferences and dietary restrictions was commendable, ensuring that every guest felt accommodated and satisfied. Though the weather may have posed some difficulties, it ultimately became an unexpected catalyst for camaraderie among the passengers. We bonded over shared experiences and a collective sense of adventure. The captain and crew fostered a warm and inclusive atmosphere, encouraging us to learn about sailing, lending a helping hand, and sharing stories of their own sailing escapades. In summary, despite the challenging weather, my sailboat outing was a resounding success, largely due to the exceptional captain and crew. Their professionalism, expertise, and unwavering dedication to our safety made us feel secure throughout the journey. The outstanding food and the warmth of the cabin were added bonuses that contributed to our overall enjoyment. I highly recommend this sailboat adventure to anyone seeking an unforgettable experience, even in the face of rough seas.