LI Sound Sunset Sail and Dining- Milford

Milford, United States

Experience hosted by Christopher

4 hours, Hosted in English
Committed to safety
This host committed to Airbnb’s COVID-19 safety guidelines.
Up to 6 people
Includes food

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
  • 74 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…
To protect your payment, never transfer money or communicate outside of the Airbnb website or app. Learn more
From £115
/ person
Tue, 31 Aug
£115 per person
15:00 - 19:00
Join 4 other guests
£115 per person

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 74 reviews.

Lauren
July 2021
This trip was amazing. Chris is a great host and prepared a delicious meal for us to enjoy while anchored in the sound. It was a very relaxing way to spend time with great friends.
Sarunas
July 2021
Captain Chris loves sailing and enjoys sharing his passion of boating with others. He is a good cook and prepares a nice meal during your time aboard. The cost for the lovely experience was a bit pricey but everyone should try it at least once. You meet nice people during the cruise and have new stories to tell others about your experience with Captain Chris.
Captain Chris loves sailing and enjoys sharing his passion of boating with others. He is a good cook and prepares a nice meal during your time aboard. The cost for the lovely exper…
Burcu
July 2021
Capt Chris did a phenomenal job at taking our bachelorette party to the next level. we were able to bring our own speaker and play music and have a great time! he created a custom paleo lunch that that was absolutely delicious (we’re still dreaming of the rice noodles with almond butter sauce). He was in touch with us before hand and asked if we were open to meeting earlier in the day due to bad weather. we’re so thankful that we didn’t have to cancel; needless to say we really appreciated capt chris’ flexibility. This was the best experience and we are looking forward to rebooking!
Capt Chris did a phenomenal job at taking our bachelorette party to the next level. we were able to bring our own speaker and play music and have a great time! he created a custom…
Kim
July 2021
What a wonderful adventure! Christopher is awesome! The meal was terrific and the sailing was so fun! An exciting excursion for our group!!
Yetzalee
June 2021
What a lovely experience! I booked this for my husband and I to go on date night and it was beyond perfect. Christopher was such a great host, the food was delicious, the scene was magical. We shared the experience with two other couples who were so much fun, we hit it off right away, I would highly recommend Chris and this experience.
What a lovely experience! I booked this for my husband and I to go on date night and it was beyond perfect. Christopher was such a great host, the food was delicious, the scene was…
Donna
June 2021
Thanks so much to Chris for making our much needed “get away”relaxing and enjoyable. Chris was the perfect host- meeting us at the dock ,preparing a beautiful meal and he even gave us an extra hr of sail time on the sound . It was so nice to reconnect with family again after a year of covid and Chris provided the perfect escape. I would highly recommend this excursion- you won’t be disappointed!
Thanks so much to Chris for making our much needed “get away”relaxing and enjoyable. Chris was the perfect host- meeting us at the dock ,preparing a beautiful meal and he even gav…

Choose from available dates

1 available
  • Tue, 31 Aug
    15:00 - 19:00
    Join 4 other guests
    £115 per person

Activity advisory

Expert industry partners
Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note that outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be cancelled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Government ID

You’ll need to take a picture of yourself that matches the photo on your ID. This is so Airbnb can confirm who’s actually going on the experience. You’ll only have to do this once.

Guest requirements

Up to 6 guests ages 8 and up can attend.

Alcohol

This experience includes alcohol. Only guests who meet the legal drinking age will be served alcoholic beverages.

What to bring

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