We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Middletown

Great sailboat rentals near Middletown, Rhode Island.

Page 1 of 14 listings

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Sailing in Newport · 6 guests

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

5.0
$200hour
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
$260hour
Newport RI: Private sailing, sighting-seeing and swimming with Capt Eric
Sailing in Newport · 6 guests

Newport RI: Private sailing, sighting-seeing and swimming with Capt Eric

5.0
$150person
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290hour

Sailing Reviews in Middletown

  1. HR

    Haley

    Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

    David was the best!!! His boat is beautiful, he had so much knowledge and was so great to talk to, he gave us an unforgettable experience! We’re definitely coming back annually to do more boat tours with David! We took our engagement photos on the boat, had champagne and enjoyed the beautiful weather!

  2. KM

    Keryn

    Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

    Dave was such a great captain. The entire experience was wonderful from start to finish. He is very knowledgeable and takes great care of his boat. We will be booking with him again soon!

  3. Corrie

    Corrie

    Newport RI: Private sailing, sighting-seeing and swimming with Capt Eric

    We had a wonderful time. We felt prepared, had clear communication, and had a blast. I would highly recommend and will be booking again soon.

  4. Tyra

    Tyra

    Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

    A great experience. David is so communicative and made the entire experience perfect! We had some set back due to a passing shower but David called with updates and made sure everything was safe before it began. He was so full of information and made the experience that much better. Look forward to next time!!

  5. SB

    Sarah

    Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

    We can’t say enough about our experience! David was so incredibly helpful and communicative throughout the booking process and answering all of our questions. His sailboat was impeccable and the perfect location for our engagement photos! We can’t thank him enough!

  6. 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.