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All listings in Middletown

Great sailboat rentals near Middletown, Rhode Island.

Page 1 of 16 listings

42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
Limited Availability
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
$350/hour
Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat
Sailing in Newport · 6 guests

Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat

5.0
$400/hour
Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Endeavor Sailboat
Sailing in Newport · 6 guests

Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Endeavor Sailboat

5.0
$300/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$450/hour
High Demand
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

New
$833/hour

Sailing Reviews in Middletown

  1. LF

    Lena

    Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Endeavor Sailboat

    Amazing trip! Eric was fantastic. He asked us what we wanted to do, and he took us to his favorite spots. We went swimming and jumped off rocks. He told us very interesting stories and was extremely friendly. He made the whole experience better. He made us feel like the boat was our own. Great time, amazing boat. I’d definitely book him again!

  2. MS

    Matt

    Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat

    Absolutely top notch, great communication and excellent skill and handling. Gave a great tour and our whole family loved the day. Thank you!

  3. VS

    Vicky

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    We had a great day out exploring the bay with Captain Tony. It was a wonderful sailboat experience, that included a swim in a quiet cove and tour of notable homes on the coast. The ride come with a free lesson on the History of Newport, if you would like one. We look forward to seeing the Captain again soon!

  4. SS

    Susan

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Anthony was kind enough to take us out on super short notice when a different boat canceled us. We were traveling for the sole purpose of an afternoon sail and had nonrefundable travel and hotel. i am so grateful the other boat canceled because Anthony and his J42 were simply the best! i recommend him highly to anyone who wants to sail. He appeals to all levels of sailors and has great knowledge of the area and is willing to share. We got some history lessons as well as the sail. Fantastic!

  5. MM

    Martez

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Captain Anthony created a wonderful experience for my family -- fun stories and sailing tutorials for the kids and knowledge information about sailing physics and "hands on" experience for the adults. A masterful conversationalist and a natural with people of all ages. Truly a gentleman and a terrific sailor. We highly recommend him to parties of all types, but especially families.

  6. MB

    Matt

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Couldn’t be happier with our experience with Tony and Parker. Easy communication, and Tony is a great host. We had so much fun, saw the beauty of Newport by boat, and even got some fun history lessons. Will definitely be booking with Tony again next time we’re in Newport!