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Private sailing trips in the Thimble Islands, Branford, CT

Overview
Please indicate number of people and start time: 10am, 2pm or 4.30pm.
For groups larger than 4 up to 10 people, please contact us.

Longer trips and larger groups are available on request.
Discovering and sailing from New London Harbor to Fishers Island is a unique experience with gorgeous views and sites on a relaxing sailing yacht giving you plenty of time to take pictures.

On sailing trip is approx. 3 hours, we sail from New London to Fishers Island and may even anchor for a swim in one of the many locations in the area. We recommend 4 hours trips to give you more time to sail, swim, eat, drink and relax. Our goal is to make your sailing experience a success and a great memory.
City: New London
Tue 28 Oct
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You can choose the date already on the booking website
Starting at $710.00
Tue 28 Oct
Starting at $710.00
Make a reservation
What's Included
Soda/Pop
Bottled water
Additional Info
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (8)
leramd30
Aug 2021
Everything was perfect, the time the communication, boat was very clean, the captain was friendly and informative. The weather happened to be great too. We had a great time! Thanks Capitan Eric!!
KJCL1
Aug 2019
I emailed Eric with a unique request asking if our group of 2 couples could do an evening sail with dinner on the boat and stay overnight. I fully expected that my idea would be too expensive to make a reality, but Eric responded quickly, and offered a plan to sail to the Thimble Islands, including allowing us to stay alone on his beautiful boat overnight! We moored in a secluded cove at dusk and he guided us through parts of the boat we’d need before riding off in the dinghy to stay with friends. We thoroughly enjoyed Eric’s company but it was very exciting to feel like the boat was ours for a night. It was like a little slice of heaven: eating dinner under the stars listening to music, watching the sun rise, and swimming in the cove in the morning. The whole experience felt serendipitous and we all left wishing for more. Couldn’t recommend sail-works more highly.
nrichard70
Jul 2018
We chartered the sailboat as part of a company team building event. Great way to get away from the office and bond with colleagues. Lots of laughs, food, and swimming in the Thimble Islands, as well as a beautiful sunset and attentive Captain and crew. Would definitely recommend to others.

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