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2023 Sailing Schedule
Prices based on double occupancy

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June 2-5  ~  3-Nights  ~  $895pp  ~  Full Moon, Sailing, and Music

CLOSED TO PRIVATE CHARTER

June 6-9  ~  3-Nights  ~  $895pp  ~  Lobsters, Sailing, and Music

 

 

 

No itinerary just great sailing, delicious food, and evenings full of music.

June 10-14  ~  4-Nights  ~  $1095pp  ~  Schooner Gam Gathering of the Fleet

(Photography Tips with Fred LeBlanc)

 

Join in the celebration for incredible photo opportunities and a grand sight the likes of which are unseen anywhere else in the world!

 

We sail to a picturesque anchorage with the windjammer fleet and tie up together for an evening of food, stories, music, and laughter. Walk from boat to boat seeing these traditional and historic vessels up close.

 

Renowned Windjammer photographer Fred LeBlanc will be on board to share tips and methods for capturing these magnificent ships in their element. So bring your cameras!

June 15-18  ~  3-Nights  ~  $895pp  ~  Lobsters, Sailing, and Music

(Father's Day)

 

 

 

No itinerary just great sailing, delicious food, and evenings full of music.

Celebrate father's day with your kids or grandkids!

June 19-24  ~  5-Nights  ~  $1215pp  ~  Lighthouses and Shore Trips

(Summer Solstice)

 

 

 

Enjoy long days of sailing in search of beautiful and historic lighthouses. We'll row ashore visiting Maine fishing villages, towns, and lighthouses, the sentinels of the Maine-Coast.

June 25-July 1  ~  6-Nights  ~  $1295pp  ~  Boothbay Harbor Windjammer Festival

 

 

 

The only scheduled trip westward! We'll sail offshore down the coast in search of puffins, famous lighthouses, and whales to Boothbay Harbor for two days of festivities.

Enjoy an island lobster shore dinner Tuesday with lobster or chicken, clams, potatoes, chowdah, and more. Wednesday take part in a stunning parade of sail into the harbor for bands, crafts, and a parade ashore. A show of fireworks will close the evening viewed from the best seats in town aboard the schooner.

July 2-8 ~  6-Nights  ~  $1425pp  ~  4th of July Celebration and Race

(Full Moon)

 

 

 

Celebrate the 4th of July aboard the Schooner Heritage as we head out sailing for Lobsters on the beach, Fireworks, and festive music aboard.

Later in the week we'll meet up with a dozen other historic vessels for contests of speed and skill, culminating with a great race amongst the windjammer fleet. After the race, more celebrations with food, awards, and more music!

July 8-11  ~  3-Nights  ~  $1015pp  ~  Weekend Getaway

 

 

 

Escape civilization for a weekend sailing the pristine waters of the Maine-Coast. Enjoy lobsters on the beach, incredible food, and live music under the stars!

July 12-15  ~  3-Nights  ~  $1015pp  ~  Lobsters, Sailing, and Music

 

 

 

No itinerary, just great sailing, delicious food, and evenings full of music.

July 16-22  ~  6-Nights  ~  $1425pp  ~  Explore the Maine Coast

(Summer Sailing)

 

We sail away from civilization in search of adventure and relaxation.

 

Long days and no itinerary allow us to reach further destinations as we go wherever the wind takes us exploring the rugged coast of Maine. Visit picturesque fishing villages, sail through narrow passages opening up to grand bays of pristine waters cradled by mountains, and enjoy lobsters on an uninhabited island beach! At night we'll anchor in remote coves and time-honored harbors. Enjoy rowing or sailing small boats for exploration or peaceful time to your thoughts, and warming waters make this time of season ideal for evening and morning swims!

July 23-29  ~  6-Nights  ~  $1425pp  ~  Explore the Maine Coast

(Summer Sailing)

 

 

 

We sail away from civilization in search of adventure and relaxation.

 

Long days and no itinerary allow us to reach further destinations as we go wherever the wind takes us exploring the rugged coast of Maine. Visit picturesque fishing villages, sail through narrow passages opening up to grand bays of pristine waters cradled by mountains, and enjoy lobsters on an uninhabited island beach! At night we'll anchor in remote coves and time-honored harbors. Enjoy rowing or sailing small boats for exploration or peaceful time to your thoughts, and warming waters make this time of season ideal for evening and morning swims!

July 30-Aug. 4  ~  5-Nights  ~  $1725pp  ~  Flavors of Maine

(Full Moon)

 

 

 

Join us as we explore the very best culinary ingredients Maine has to offer. 

From fresh caught bounties of the sea, to local farm raised meats, produce, and cheeses. We will be enjoying artfully created gourmet dishes that celebrate the diverse and delicious flavors of Maine.

Aug. 5-9  ~  4-Nights  ~  $1170pp  ~  Perseid Meteor Showers

 

 

 

We'll sail through the days in search of the remote anchorages sheltered from lights. Stay up late enjoying great conversation with all eyes turned to the sky as the Perseid Meteor Showers put on a show for us.

Aug. 10-13  ~  3-Nights  ~  $1015pp  ~  Perseid Meteor Showers

 

 

 

We'll sail through the days in search of the remote anchorages sheltered from lights. Stay up late enjoying great conversation with all eyes turned to the sky as the Perseid Meteor Showers put on a show for us.

Aug. 15-20  ~  5-Nights  ~  $1430pp  ~  Sail Down-East to Acadia

(Bus Tour of Acadia National Park)

 

 

 

This trip includes a view of Mid-coast Maine from land and sea! Sail down-east across the charts, past fishing villages, and through hidden passages to Mount Desert Island. This historic Island is considered God's country with gorgeous landscapes of granite mountains, evergreen forests, picturesque lakes, and a saltwater sound that cuts straight through the island.

We will anchor off Mount Desert Island where we hop on a private coach and tour the sights in Acadia National Park. Visit thunder hole, the top of Cadillac Mountain, and numerous other scenic spots around the park. 

Aug. 21-26  ~  5-Nights  ~  $1430pp  ~  Dessert First

 

 

 

We focus on the sweeter things in life... Dessert!

Enjoy mouth watering gourmet desserts crafted in the ship's galley. But that's not all. Satisfy your sweet-tooth throughout the day with freshly baked cookies, brownies, and local Maine crafted specialty chocolates.

Aug. 27-Sept. 2  ~  6-Nights  ~  $1455pp  ~  Camden Windjammer Festival

(Full Moon)

 

 

 

Explore the Maine coast in search for the perfect lobster island before we head toward the beautiful town of Camden, where the mountains meet the sea. Join us the one time each year we sail into Camden Harbor reminiscent of the days when dozens of schooners lined the waterfront. Crowds from shore watch in envy as we sail in with the ship dressed in flags. Our arrival at the dock is celebrated by firing the ship's cannon.

Head ashore and join the festivities. Visit artisanal Maine shops and craft vendors. Explore the scenic town and enjoy the beautiful parks and gardens. Cap off the day with a spirited talent show between the windjammers' crews, and evening fire works.

Sept. 3-9  ~  6-Nights  ~  $1425pp  ~  Explore the Maine Coast

 

 

 

We sail away from civilization in search of adventure and relaxation.

 

Fall days make for lively sailing and no itinerary allows us to go wherever the wind takes us, exploring the rugged coast of Maine. Visit picturesque fishing villages, sail through narrow passages opening up to grand bays of pristine waters cradled by mountains, and enjoy lobsters on an uninhabited island beach! At night we'll anchor in remote coves and time-honored harbors. Enjoy rowing or sailing small boats for exploration or peaceful time to your thoughts, and warming waters make this time of season ideal for evening and morning swims!

Sept. 10-16  ~  6-Nights  ~  $1425pp  ~  WoodenBoat Fleet Gathering

 

 

 

An informal get-together celebrating wooden boats. On Tuesday, the windjammers anchor in front of WoodenBoat Magazine's waterfront on scenic Eggemoggin Reach.

Guests are welcome to tour the WoodenBoat school and bookstore while exploring the beautiful grounds. Evening festivities will include small boat races, music, and fireworks. How many lobsters can you eat? You're welcome to find out at the all-you-can-eat lobster bake!

Sept. 17-21  ~  4-Nights  ~  $1035pp  ~  Lobster, Sailing, and Music

(Fall Equinox)

 

 

 

Join us in celebrating the Fall Equinox. We set sail with no itinerary, just great sailing, delicious food featuring fall flavors, and evenings full of music!

Sept. 22-28  ~  6-Nights  ~  $1425pp  ~  Explore the Maine Coast

(Fall Sailing)

 

 

 

We sail away from civilization in search of adventure and relaxation.

 

Fall days make for lively sailing and no itinerary allows us to go wherever the wind takes us, exploring the rugged coast of Maine. Visit picturesque fishing villages, sail through narrow passages opening up to grand bays of pristine waters cradled by mountains, and enjoy lobsters on an uninhabited island beach! At night we'll anchor in remote coves and time-honored harbors. Enjoy rowing or sailing small boats for exploration or peaceful time to your thoughts.

Sept. 29-Oct. 3  ~  4-Nights  ~  $1035pp  ~  Fall Foliage

(Full Moon)

 

 

 

Join us as we enjoy our favorite harbors and the vibrant colors of fall. The coast is like a painting and we have the best vantage point.

We'll find the perfect uninhabited island beach for an all-you-can-eat lobster picnic. Enjoy lobsters the way they were meant to be enjoyed while relaxing on the beach. Eat as many as you can! If we have any left over, we'll make dishes such as: lobster chowdah, Lobster quiche, or delicious Maine lobster dip.

Cancelaton Policy

 A deposit of 35% per person is required at the time of booking. The balance is due 6 weeks before boarding. We strongly encourage purchasing travel insurance to protect your vacation investment.

 

Should you need to cancel or reschedule your trip:

 

Until six weeks before the trip date, payments less a $50 per person cancellation fee will be refunded.
 

With less than six weeks before the trip date,
 

• a refund of payments less the $50 per person fee will be given if we take a booking for your cabin after you have notified us of your need to cancel your reservation,
 

or a credit toward a later trip will be given if we take a booking for your cabin after you have notified us of your need to cancel your reservation.
 

• If there’s no booking for your cabin, neither a refund, nor a credit for a later trip will be given.

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