Tall Ships for up to 90 guests
Set sail aboard this stunning tall ship for an unforgettable experience on the Harbor!
A favorite for executive outings, weddings, photo shoots, anniversaries, client entertaining, birthdays, company gatherings, and team-building events, this boat brings a touch of adventure and effortless elegance to every occasion.
Rates:
Notable features:
Capacity 45 guests
Private intimate setting
Onboard bar & catering options
Beautifully kept historic replica
Perfect for:
Host family and friends on an exclusive sailing yacht!
Corporate entertaining
Team building
Special occasions
Amazing sunsets
Milestone celebrations
Welcome party
Small weddings
What to expect:
Fame is a traditionally-rigged wooden schooner, available to charter from May through October. Guests are welcome to help raise the sails or simply sit back and enjoy the fresh harbor air with unbeatable views of historic Boston.
This is your private Tall Ship!
Fame has a rich history as it is a recreation of the 1812 schooner of the same name, built by Captain Epes Davis of Annisquam. The original Fame could carry two small cannons and a crew of up to 30. She was designed for fishing, but when the war of 1812 broke out she was purchased by a group of 25 captains, shipowners, and merchants, refitted, and put into service as a privateer.
Modern Fame joined the Boston Fleet in 2026.
This beautiful sailboat provides a distinctive event space that is sure to captivate your clients, employees, friends, or family.
This boat is designed and constructed specifically for carrying passengers comfortably, which is uncommon for historic schooners. Due to the modern and innovative design of Adirondack III, guests will have room to sit and move around the boat.
Rates:
Notable features:
Capacity 41 guests
Unique event space
Bar onboard
Catering options
Beautiful boat
Perfect for:
Host family and friends on an exclusive sailing yacht!
Corporate entertaining
Team building
Special occasions
Amazing sunsets
Birthday parties
Romantic sails or proposals
Milestone celebrations
What to expect:
This 80’ boat was modeled after 1890s style pilot schooners. It has a long and lean spoon bow, which helps her ply through the waters more effortlessly than the average schooner.
When you step aboard Adirondack III you’ll notice her clean teak decks and brilliantly varnished mahogany rails. When your focus takes to the sky above you, you will find two towering Douglas Fir masts and nearly 2,000 square feet of sail stretching to the sky.
This boat is sure to amaze you and your guests with her majestic beauty. Whether you are out on one of our sightseeing cruises, corporate event or planning a romantic Boston sunset sail, this boat will be sure to impress!
Sail Boston Harbor aboard this beautiful schooner and take in the sights of Boston in style.
Perfect for fun Corporate Functions, Weddings, or parties with family and friends. Although rated for 70 guests on charter, you can hold a dock-side event with as many guests as you like.
Rates:
Starting at $2,015/ hour
Notable features:
Capacity 70 guests
Wonderful catering options
Onboard bar
Part of the proceeds go to World Ocean School, which provides experiential education programs for students aboard our historic flagship vessel
Perfect for:
Family or friends cruise
Corporate entertaining
Team building
Special occasions
Lobster / clam bakes
Dramatic photo opportunities
What to expect:
Clean as a whistle, this historic 137' Schooner is well-loved world wide as an international teaching vessel.
Ahoy Matey - there's a Tall Ship Party in your future!
Boston's most beautiful sailing vessel - this tall ship is popular for executive outings, photo shoots, weddings, anniversaries, client events, bachelorette parties, company outings, birthdays, and even team-building events.
Rates:
Notable features:
Capacity 41 guests
An intimate setting for smaller groups
Our most nimble schooner!
A casual, laid-back venue with plenty of seating
Perfect for:
Host family and friends on an exclusive sailing yacht!
Corporate entertaining
Team building
Special occasions
Amazing sunsets
Milestone celebrations
What to expect:
Modeled after a 1890's style Pilot Schooner, this all-wooden vessel with teak decks, brilliantly varnished mahogany rails, and two majestic 70' Douglas Fir masts has over 2,000 square feet of sail.
Enjoy a traditional Ginger Beer (the real thing), Boston's own Sam Adams, or some light snacks (always available). Bring your own catering, or let us set up something delicious for your guests.
Set sail with us today, and you'll be back for more soon.
From the moment you set foot on board. you’ll be charmed by this nimble “little sister” of the Boston fleet. Built as a working replica of a 1890’s coastal Maine schooner, her sturdy mahogany planking, oak frames, traditional pine and fir decking, shining brass fittings, and exotic wood cabinetry recall the workmanship of days long gone by.
Rates:
Starting at $1,100/ hour, minimum 2 hours
Notable features:
Capacity 35 guests
Brunch / Lunch options
Appetizer menu
Onboard bar
Blankets for cool evenings
Beautifully maintained, all-wooden vessel with a white glass overlay hull
Hospitable crew
Perfect for:
Corporate entertaining
Team building- special package
Special occasions
Romantic cruises
Amazing views
Family reunions
What to expect:
Feel free to get involved in the sailing-experience - you and your guests can help haul up the 2,500 square feet of sails, learn new sea-faring knots, and even take the helm! Relax and enjoy a traditional Jamaican Ginger Beer - the real thing. Boston’s own Sam Adams, wines, light beverages & snacks are always available. OK to bring your own catering or let us cater-in for you.
Find your favorite spot from which to enjoy the Boston Harbor skyline and settle in for a relaxing day or sunset sail to escape the bustle of daily life. Enjoy the charm and contentment to be found on our 67’ Tall Ship…you’ll be happy you came aboard.
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This classic schooner is Boston's biggest Tall Ship. Its’ perfect for weddings, corporate entertaining and team building, as well as school events or just a fun afternoon or evening party-cruise on the water.
Rates:
Contact us for current rates
Notable features:
Capacity 90 guests
Capacity 40 for seated dining
Extensive menu options
Features a fixed bar on the aft deck
Perfect for:
Weddings
Corporate entertaining
Team building
Special occasions
Our best sailing venue for large groups
Smaller groups looking for a great mingling space
Hosting cocktail parties and BBQs on deck!
What to expect:
Perfect for group events. You can bring your own food or use one of the many excellent caterers. How about a traditional New England Clam Bake while enjoying the sights and sounds of Boston Harbor and Harbor Islands.
Enjoy a traditional Jamaican Ginger Beer - the real thing. Boston's own Sam Adams, light snacks and beverages are always available. OK to bring your own food or let us cater-in for you. You're group can get involved and help hoist the sails, learn seafaring knots, and even get behind the helm - a sail on the 125' Tall Ship will be the highlight of your summer.