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Private sailing trips in the Thimble Islands, Branford, CT

Private sailing trips in the Thimble Islands, Branford, CT

Overview

PLEASE NOTE: RATES ARE BASED FOR UP TO 4 PEOPLE.
Please contact us for larger groups.
Discovering and sailing thru the Thimble Islands is a unique experience, 300 islands to look at from a sailing yacht giving you plenty of time to take pictures.

The Thimble islands are one of those well kept secrets not yet well known from the crowds which gives its charm and serenity.

On our approx. 2.5 hour cruises, we can anchor and swim in total safety and calm waters. If you wish to add another hour or two, please let us know.
Start times are 10am - 2pm - 5pm every day.

City: Connecticut

Sun 03 Nov

Other dates

You can choose the date already on the booking website

Starting at $640.00

Make a reservation

Sun 03 Nov

Starting at $640.00

Make a reservation

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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
Hand sanitiser available to travellers and staff
Gear/equipment sanitised between use
Regular temperature checks for staff

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (6)

debras255

Jul 2022

We recently chartered a sail through the Thimble Islands with Eric on his beautiful sailboat Nomade to scatter my husband’s ashes on the Sound with our friends and family. Eric made the day truly magical. The event was everything I could have asked for and more. I can’t say enough about the ease of communication coordinating our event with him as well as the entire afternoon. He was so accommodating, made us all feel like family and gave us a wonderful memory - and sail - that will stay with us forever. Nomade was the perfect venue for our event and Eric was the perfect host, whom we all now consider a friend. I am forever grateful.

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.