Sail Dauntless

Sail Dauntless DAUNTLESS is SOLD!!! Why Sail Dauntless? A beautiful yacht, gorgeous destinations, all yours for a week.
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We want you to have fun and great memories for the best vacation of your lives. We can’t wait to meet you, and we look forward to serving you, your family and your friends!

03/14/2024

We have a done deal...
SV DAUNTLESS is SOLD!

12/23/2023
Sunset sail anyone?Booking now for Summer 2024!
10/08/2023

Sunset sail anyone?
Booking now for Summer 2024!

Alright!!! We are sailing!Check out our stunning Code 0 sail. Besides looking sexy, she gives us speed!
08/27/2023

Alright!!! We are sailing!
Check out our stunning Code 0 sail. Besides looking sexy, she gives us speed!

12/22/2022

🧜‍♀️

This beauty can be yours!Price drop!!
10/11/2022

This beauty can be yours!
Price drop!!

Merry Christmas!We are so close to 500 IG followers... Please join us And Thank You so much!
12/14/2021

Merry Christmas!
We are so close to 500 IG followers... Please join us
And Thank You so much!

Looking for a land and sea getaway? Book a sunset sail with us and stay at any one of our favorite local hotels!📸: Baron...
12/01/2021

Looking for a land and sea getaway? Book a sunset sail with us and stay at any one of our favorite local hotels!

📸: Baron’s Cove/Topping Rose House/Gurney’s Star Island/The Roundtree

A little slice of heaven.📸: Barry Riela/UnsplashUse coupon code 10for22 through 12/31/21 for 10% off a sale in Sag Harbo...
11/29/2021

A little slice of heaven.

📸: Barry Riela/Unsplash

Use coupon code 10for22 through 12/31/21 for 10% off a sale in Sag Harbor with us. We’re offering 100% REFUNDABLE DEPOSITS! (Hint: it makes for the best gift.)

Merry Christmas and Happy Hanukkah!
11/28/2021

Merry Christmas and Happy Hanukkah!

A friendly reminder to shop small today!☺️ We’re offering 10% on a summer 2022 getaway to the Hampton’s — use code 10for...
11/26/2021

A friendly reminder to shop small today!☺️ We’re offering 10% on a summer 2022 getaway to the Hampton’s — use code 10for22 at checkout!

The real thing makes the best gift! Give a 2-night, summer 2022 getaway in The Hampton’s.Use coupon code 10for22 through...
11/16/2021

The real thing makes the best gift! Give a 2-night, summer 2022 getaway in The Hampton’s.

Use coupon code 10for22 through 12/31/21 for 10% off. 100% REFUNDABLE DEPOSITS!

📸:Zazzle

Does this look like a relaxing day to you? Join us in Sag Harbor summer 2022! Makes the perfect holiday gift 😊Use coupon...
11/10/2021

Does this look like a relaxing day to you? Join us in Sag Harbor summer 2022! Makes the perfect holiday gift 😊

Use coupon code 10for22 through 12/31/21 for 10% off. 100% REFUNDABLE DEPOSITS!

This weather has us reminiscing back to (much) warmer sailing days.Also, incase you haven’t heard: We’re booking for sum...
11/05/2021

This weather has us reminiscing back to (much) warmer sailing days.

Also, incase you haven’t heard: We’re booking for summer 2022 in Sag Harbor NY! Use coupon code 10for22 through 12/31/21 for 10% off. 100% REFUNDABLE DEPOSITS!

Last sail of the season! Perfect weather to Herrington Harbor North for yearly TLC maintenance.Now booking summer 2022 i...
10/25/2021

Last sail of the season! Perfect weather to Herrington Harbor North for yearly TLC maintenance.

Now booking summer 2022 in Sag Harbor NY! Use coupon code 10for22 through 12/31/21 for 10% off. 100% REFUNDABLE DEPOSITS!

Sag Harbor, we love you. See you next year! Pre-booking now for 6/1/2022-9/30/2022!! DM for more info or book direct at ...
10/01/2021

Sag Harbor, we love you. See you next year!

Pre-booking now for 6/1/2022-9/30/2022!! DM for more info or book direct at https://saildauntless.com/

A few shots from one of our most recent charters! We’ve loved having all of our guests onboard this summer.             ...
09/29/2021

A few shots from one of our most recent charters! We’ve loved having all of our guests onboard this summer.

A great write up from our good friend Roam Generation!And, as a reminder, only a few days left to join us onboard in Sag...
09/21/2021

A great write up from our good friend Roam Generation!

And, as a reminder, only a few days left to join us onboard in Sag Harbor (and save 10% with code SEP10), so book your half- and full-day sails now!



https://luxegetaways.com/sailing-and-yacht-charter-opportunities/

LuxeGetaways explores four different yacht and sailing charter options for a vacation of a lifetime for safe travel with friends and family.

Just a few of the guests we’ve enjoyed having onboard the Dauntless this summer! And it’s *still* not too late to book a...
09/13/2021

Just a few of the guests we’ve enjoyed having onboard the Dauntless this summer! And it’s *still* not too late to book a sail with us. Use code SEP10 at checkout to save 10% — we’d love to host you!

Another sunset from aboard the Dauntless — it never gets old. Have you booked your sunset sail with us yet?Use code SEP1...
09/10/2021

Another sunset from aboard the Dauntless — it never gets old. Have you booked your sunset sail with us yet?

Use code SEP10 to save 10% at checkout!


We donated a sunset sail at the Southampton Animal Shelter Silent Auction! Check out some of the highlights from the Unc...
09/02/2021

We donated a sunset sail at the Southampton Animal Shelter Silent Auction! Check out some of the highlights from the Unconditional Love Gala: https://youtu.be/_LqXEY7u02Q

(It’s also not too late to sail with us! Save 10% on your next booking with us when placed before October 1st when you use code SEP10 at checkout.)

📸 Myhamptonsguide

We shared our top 10 expert travel tips for finding the perfect yacht charter over at Drift Travel Magazine ! Do you kno...
08/31/2021

We shared our top 10 expert travel tips for finding the perfect yacht charter over at Drift Travel Magazine ! Do you know what to look for to ensure that your first taste of the cruising life is a positive one? Link in bio!

(It’s also not too late to cruise with us! Save 10% on your next booking with us when placed before October 1st when you use code SEP10 at checkout.)



https://drifttravel.com/top-10-expert-travel-tips-for-finding-the-perfect-charter-yacht/

By Jim and Judy Brown Thinking of chartering a yacht but have no idea what to look for? Here are some tips from experienced charter hosts Jim and Judy

How it started > How it's goingSave 10% on your next booking with us when placed before October 1st! Use code SEP10 at c...
08/26/2021

How it started > How it's going

Save 10% on your next booking with us when placed before October 1st! Use code SEP10 at checkout!

Check out this episode of Expat Money Show in which we discuss "how to choose your adventure when sailing around the wor...
08/24/2021

Check out this episode of Expat Money Show in which we discuss "how to choose your adventure when sailing around the world." Thanks so much for having us, Mikkel!

Also, you can still save 10% on your next booking when placed before October 1st! Use code SEP10 at checkout!



https://player.captivate.fm/episode/36ffe7e5-b807-4fc8-93c4-70fe0d34f58c

Quickly and easily listen to The Expat Money Show - With Mikkel Thorup for free!

Dauntless is secured as best we can. She is on anchor in a lovely protected (we hope) location. Captain and crew are saf...
08/21/2021

Dauntless is secured as best we can. She is on anchor in a lovely protected (we hope) location. Captain and crew are safely on land at a hotel for a couple of nights. Thanks for all your inquiries and good wishes!

We’ve thoroughly enjoyed our time in Edgartown, MA but we’re finally headed back to beautiful Sag Harbor this week.Save ...
08/20/2021

We’ve thoroughly enjoyed our time in Edgartown, MA but we’re finally headed back to beautiful Sag Harbor this week.

Save 10% on your next booking with us when placed before October 1st! Use code SEP10 at checkout!

A gorgeous sunset from our 7-day sail to Newport this past week. Only about a month left in the season, but we're still ...
08/13/2021

A gorgeous sunset from our 7-day sail to Newport this past week. Only about a month left in the season, but we're still accepting reservations for sunset, half day, full day and 2-night sails!

Save 10% on your next booking with us when placed before October 1st! Use code SEP10 at checkout!

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Annapolis, MD

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