LI Sound Sunset Sail and Dining- Milford

Milford, United States

Experience hosted by Christopher

  1. 4 hours
  2. Hosted in English
Great for groups
Celebrations, work gatherings, and more.

What you'll do

As in the past we will meet and greet you at the dock with a welcome beverage. Tour the boat, enjoy a safety brief, then cast off. Motor through Historic Milford Harbor and set sail in the Sound, whichever way the wind and tide take us. Snacks and beverages appropriate to the conditions. 2 hours of sailing. Enjoy a view of New Haven or Bridgeport from the water and sail back to scenic Charles Island (Capt. Kidd was captured there and probably buried treasure) to anchor for dinner. Enjoy the sunset and tuck into a three course dinner in the salon prepared and served by the host and return to the dock.
Other things to note
Weather is the biggest variable so we will communicate in advance and be somewhat flexible. On this boat we can be comfortable in most kinds of weather. All safety gear provided. Maximum 6 Guests.

Pandemic precautions: We will do our best to mitigate everyone's exposure by wearing masks and gloves on board, sanitizing contact surfaces as well as installing a barrier between the galley and dining area. Should you prefer, the choice to have dinner on deck is yours.
As in the past we will meet and greet you at the dock with a welcome beverage. Tour the boat, enjoy a safety brief, then cast off. Motor through Historic Milford Harbor and set sail in the Sound, whichever way the wind and tide take us. Snacks and beverages appropriate to the conditions. 2 hours of sailing. Enjoy a view of New Haven or Bridgeport from the water and sail back to scenic Charles Island (Capt. Kidd was captured there and probabl…

What's included

  • Food
    Non Alcoholic Beverages and snacks included. We will agree on a menu in a...

Meet your host, Christopher

Host on Airbnb since 2016
  • 96 Reviews
  • Identity verified
I am a Culinary Institute of America trained private chef and flight steward as well as a United States Coast Guard certified Captain. My partner and I have been working on private jets working for the rich and famous for decades and we have been everywhere! We have a beautiful Valiant Esprit 37 that has been in the family for ages. We are Docked in one of the best harbors in CT and would love to share the same kind of service we provide in the air to our sailing guests. For the latest news and links to social media visit the website: captaintack.com
I am a Culinary Institute of America trained private chef and flight steward as well as a United States Coast Guard certified Captain. My partner and I have been working on private jets working for the rich and famous for decades and we have been everywhere! We have a beautiful Valiant Esprit 37 that has been in the family for ages. We are Docked in one of the best harbors in CT and would love to share the same kind of service we provide in the air to our sailing guests. For the latest news an…
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From $223
/ person
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Where you'll be

Boaters come from all over to anchor and moor in Milford Harbor and fabled Charles Island. Our bay is protected and picturesque overlooking beaches and homes, a state park, and a unique land bridge exposed at high tide. If you come to our area you really must get on the water. Our boat is a classic Valiant Esprit 37 that has been featured in Cruising World Magazine and Good Old Boat.

Rated 4.99 out of 5 from 96 reviews.

Kathleen
October 2021
A spectacular afternoon & evening 4-hour sail on Long Island Sound. Captain Christopher is a Culinary Institute-trained Chef! The multi-course meal was 5-star. Exceptional hospitality. Highly recommend!!
Melanie
September 2021
This was the best adventure we have ever done!! It was a birthday gift for my boyfriend, and it exceeded all of our expectations! Chris was a fantastic host: engaging and funny and knowledgeable. We got to steer the boat, had excellent food, and the views were spectacular. The entire experience was simply magical. I would do it again in a heartbeat.
Joshua
September 2021
Christopher is super kind and accommodating. I proposed to my girlfriend here and he helped my plans come to life. He gives the perfect amount of socialization and privacy. Food was delicious, amazing scene, and super romantic. An Unforgettable day!
Kim
September 2021
My friends and I had the most perfect sailing day …weather was amazing and we were able to have our delicious Greek dinner outside … I would highly recommend booking this trip… Captain Chris was very professional and friendly.
Sandy
September 2021
Our afternoon at Sea was better than any of us could have imagined! We had a permanent smile from the time we boarded until we left! Perfection! Best memory of the summer!
Thomas
September 2021
My wife and I celebrated our wedding anniversary with the LI Sound Sunset Sail and Dining- Milford. It was a wonderful experience with a relaxing boating/sailing outing and a sumptuous dinner with a Mexican flare. Beautiful sunset, full moon, and great conversation with another couple and the host, Christopher, who has mastered all facets of the experience. Highly recommended.

Things to know

Guest requirements

You’ll need a photo that matches the one on your ID to confirm who’s actually going on this Experience.
Guests must be of legal drinking age to be served alcohol.
Guests ages 8 and up can attend, up to 6 guests total.
All participants must wear a protective face covering and practise social distancing.

What to bring

soft-soled shoes and a jacket appropriate for the weather--It will be generally cooler on the water

Cancellation policy

Cancel within 24 hours of purchasing or at least 7 days before the Experience starts for a full refund.