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New England Sailing Charters

Sailing the coastline of New England, discovering new horizons

Discover the Gloucester coastline like never before on a Coastal Sailing Voyage!
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Who we are

Gloucester Sailing Charters

Welcome to Artemis Sailing Charters. We are glad you stopped by! Artemis is pleased to offer Gloucester sailing charters in the beautiful blue water of the Atlantic Ocean. Join us for a sailing adventure from Gloucester Harbor as we explore New England's rocky coastline and picturesque islands.

We have over 40 years of sailing experience and are excited to share the joy of sailing with our private charter guests. Join us for an afternoon sail, an overnight sail, or a romantic sail at sunset. You'll sail in comfort on Artemis, our gorgeous 64-foot sailing yacht.

Unlike many structured public sails in Gloucester Harbor, sailing with Artemis private charters offers a personalized experience. Whether you are looking for a three-hour sail or a multi-day adventure, you'll enjoy a relaxing, fun, and memorable luxury yacht charter experience. The experienced crew is passionate about New England sailing and will let you have as much involvement in raising the sails and steering the boat as you desire.


Explore our Gloucester Sailing Options

4 hours
Group Size
1 to 6

4 Hour Coastal Sailing Voyages. Sailing from 11-3 each day

We welcome you aboard ARTEMIS for a 4 hour voyage departing from and returning to beautiful Gloucester harbor. If you’ve ever heard the term” we’ll go where the wind takes us” well then you’ll begin to understand that our direction of sail or itinerary is based on the direction from which the wind is blowing. Whether it’s sailing down the coast to Marblehead or Salem, heading offshore to get away from land and search for marine life or working our way up to the magnificent twin Lighthouses of Thatchers Island, you will have much to see. Maybe you’ll want to learn a little about sailing a take a turn at the wheel! It seems that we’re often hungry at sea and you’ll love our yummy and healthy sandwich wraps served on deck. We will provide still and carbonated water but feel free to bring some beverage of your choice to stock in the ice chest.

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3 hours
Group Size
1 to 6

3 hour Sunset Sailing Cruise. Sailing from 4-7 each day.

Watching the reds, oranges, and yellows of the sky as the sun sets over Gloucester Harbor is a spectacular sight.
Do you know what elevates the amazing sight of a sunset even more?
A sunset cruise!
Sunset cruises offer a fun and satisfying experience of being on a boat during the intriguing and dramatic sunset hours.
But what exactly are sunset cruises? Read on to find out all you need to know about taking a cruise at sunset and if it’s right for you!
Why Take a Sunset Cruise?
Taking a cruise at sunset is the perfect way to see the take in the bold colors, see the view of the shore from the water and make some fantastic memories. Here are some reasons you should definitely take a sunset cruise.
Positive Vibes
Sunset cruises are all about positive energy—laughter, smiles, relaxation, and entertainment. It’s nearly impossible to experience a sunset cruise and leave feeling anything less than completely satisfied. You might feel a little sad, but it’s only when the cruise is over lol!
Great Vacation Experience
Taking a cruise at sunset is one of the great opportunities of being on vacation. It’s a great way to see the nearby coastline from the water and learn more about the place you are visiting.
For an extra special outing, book a cruise at sunset on the day you arrive or the day you depart—the memories will certainly be extraordinary!
Celebrate Events
What better way is there to celebrate a special event or occasion that to plan a cruise at sunset? Being on the water, taking in the scenery, and watching the sky’s vibrant colors is a great way to emphasize the festive feel of the day!
For Inspiration
A boat cruise, especially a sunset cruise, is a great moment to reflect on life. It makes you feel positive, grateful and inspired, and open to all the other wonderful experiences life has to offer.
What Occasions Can You Celebrate on Sunset Cruises?
There is no limit to the reasons to take a sunset cruise. Here are some of the occasions, events, and special days you can celebrate with a sunset cruise.
Date Night
Of all the romantic date ideas, taking your beloved on an enchanting sunset cruise will win every time! To be on the water is a great way to spend an evening date, and pair that with the ultimate romantic sunset, and it’s guaranteed to be a date you’ll remember forever. Want to pop the question—consider a sunset cruise.
Trying to find an experience that will add some pizazz to a loved one’s birthday celebration? Look no further than a sunset cruise. The magical orange and red-tinged sky is the perfect backdrop for a magical and unforgettable birthday.
What better way to celebrate your retirement than to book a cruise that will take you off into the sunset! It’s a great way to say goodbye to one phase of your life and onto the next.
Work Celebrations
Maybe you got a big promotion, saying goodbye to a colleague, or need to do something fun to celebrate the completion of a big, successful project. When nothing short of extraordinary will do, a sunset cruise just might be the answer!
Romantic Evening for Two
Having a drink and delicious appetizers on a cruise while watching the sun set below the horizon is nothing short of magical. It’s the perfect place for a combination of great food, good company, and one of nature’s greatest shows.
Nature Exploration
Our waters are full of vibrant marine life and the dusk hours can be the perfect time to see them in action. Watch the egrets returning to their nests on Ten Pound Island and see the fish taking their last jumps before the sun fully sets.

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3 hours
Group Size
1 to 6

Restorative Retreat on the Water June 23, 2023. 11am-2pm

This unique 3 hr retreat combines guided restorative yoga with some relaxing sailing aboard Artemis. Lunch is included.

Why choose us?

Sailing In New England

There are many reasons to take our Coastal Sailing Voyages company's tours in Gloucester, Massachusetts. The first reason is that our tours are a great way to see the beautiful coastline of Massachusetts. Our tours give you the opportunity to see the coastline up close, from the water. You'll get to see the waves crashing against the rocks, the seagulls flying overhead, and the dolphins swimming in the distance. Our tours are also a great way to learn about the history of Gloucester. Our knowledgeable guides will tell you about the city's history and its place in the American Revolution. You'll also learn about the fishing industry and the city's role in the development of the New England fishing industry.


Coastal Sailing Voyages offers a variety of ways to help you relax on your sailing trip. From massages and yoga to meditation and relaxation therapy, we have something for everyone.

Coastal Sailing Voyages offers a variety of ways to help you relax on your sailing trip. From massages and yoga to meditation and relaxation therapy, we have something for everyone.


We believe that sailing should be fun! We offer a variety of activities and amenities onboard our vessels to make sure you have a great time.

We believe that sailing should be fun! We offer a variety of activities and amenities onboard our vessels to make sure you have a great time.


Safety is our number one priority. We have experienced captains and crew members who know the waters we sail and are committed to keeping our passengers safe.

Safety is our number one priority. We have experienced captains and crew members who know the waters we sail and are committed to keeping our passengers safe.


Sailing Around Gloucester, Massachusetts

Sailing in New England is a popular activity, and plenty of colorful sails will dot the coastline from Cape Ann to Cape Cod during the sailing season. Heading offshore with the wind in your sails is an excellent way to search for marine life and explore the shoreline. Fresh seafood is abundant in New England, and visitors can watch as the fishermen bring in their daily catch at America's oldest seaport at Gloucester Harbor.

Exploring off the coast of Cape Ann calls to plenty of sailors who hoist their sails and head to Thatchers Island to see the twin lighthouses and protected wildlife refuge. Summer is a wonderful season for future sailors who want to learn to sail. The New England sailing community offers lessons and public sails where visitors can enjoy a sail before purchasing a boat.

Frequently asked questions

Most frequent questions and answers

Follow your GPS instructions to 24 Harbor Loop in Gloucester Massachusetts. Find a place to park. once you have parked your car, please call our Boat phone at 207–930–5873 and let us know that you are on your way. It is a good idea to be parked and on your way down to the launch 15 minutes prior to your scheduled departure time. Then proceed to the Harbormaster’s office and go down the ramp to the water. Look for a white open boat about 30 feet long named the Gloucesterman. if the boat is not there then that means it is probably out doing a run and will return shortly. Wait patiently and they will be there. Once aboard the launch, tell the driver that you are headed to Artemis. We will pay the cost of the launch service but it is always nice to leave a couple of dollars for the launch captain

You are welcome to bring snacks and libations! We prefer that you steer clear of red wine, dark berries, and greasy sauces/items as these will stain our canvas cushions. Daysails can be sunny, so sunscreen (not the spray kind please! It can stain the canvas)and a hat are good ideas.Also, feel free to bring your favorite musical playlists as we have wireless speakers aboard.

Yes! Dog friendly and “mellow”dogs are welcome to sail with us. We do ask that you let us know if you will be bringing a dog along with you, as we have a dog of our own, and like to make sure proper introductions happen

Yes, Artemis Sailing Charters offers sail repair services for sails of all types and sizes. The company's skilled technicians use state-of-the-art equipment and techniques to repair and maintain sails to the highest standards.

The weather in New England changes regularly and quickly, so it’s always a good idea to bring layers. We find a windbreaker to be a key element of comfort on the water!

Sorry, There is no smoking allowed on board the boat.

Unlikely, we do our best to stay in protected waters, but if you know that you get seasick with the mere thought of being on the water, please take care of yourself and your comfort as you see fit. We do not offer dramamine or any other medications aboard the boat

Yes. We have a nice clean ‘head’ on board the boat for our guests use, and also recommend that all of our guests use the public facilities on the dock before boarding as we have a relatively small holding tank!


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Book a tour online now and join us this summer for an unforgettable experience aboard ARTEMIS.

Captain Rick and Deb will take you on a memorable journey along the coast of Gloucester
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