sailboat tour maine

Dump out your bucket list.

This is the adventure you’ve been looking for..

Windjamming is, quite literally, like nothing else on Earth. By turns exhilarating, relaxing, surprising, and nurturing, it’s like no other vacation you’ve ever experienced.

Wake up to the quiet solitude of Maine’s coast, find renewal in the wind and sun, and surprise yourself as you help steer the ship. Aboard our vessels, with itineraries tossed to the wind, our guests find both a spark of adventure and time to reflect.

Is there a sailor in your soul?

Welcome to the Maine Windjammer Association – the largest fleet of traditional tall ships in the Americas. Our iconic windjammers offer multi-day, all-inclusive, sailing adventure cruises in one of the most acclaimed cruising grounds in the world.

When you sail aboard a Maine Windjammer Association vessel, you can be sure that your hosts hold themselves to the highest standards of safety and quality. As your captain and guide they will treat you to honest, heartfelt Maine hospitality and personalized attention.  Explore our fleet and offerings to find your perfect cruise.

The Windjamming Experience

Simply put, windjamming is about reconnecting with our essential enjoyment of life. It’s about gorgeous scenery, human connection, soul-nourishing meals, and taking time for both adventure and reflection. Our playground is the sparkling sea and the spruce-clad granite islands that rise from it.

Whether you join us for a three-night cruise or a week, we promise you a total escape from the ordinary. Be prepared to get closer than you ever have before to breathtaking wildlife like eagles, seals and porpoises, to visit some of North America’s most spectacular coastal scenery, charming villages and unspoiled islands, and to savor the freshest, fire-cooked Downeast fare. With only 16-31 guests on our ships, you’ll experience the kind of honest, heartfelt hospitality that keeps our guests coming back year after year.

Welcome to the only place in the world where schooners play in abundance. Where steady breezes, glittering bays, and literally thousands of islands make Penobscot Bay one of the most revered cruising grounds on earth.

On our small ship cruises, we have complete liberty to explore secret anchorages, remote fishing villages, and charming gallery towns. Schooners have been an intrinsic part of the Maine Coast for centuries, and there is something very special about rounding the point and arriving at anchorage under sail. Come touch this culturally distinct, pristine and physically breathtaking part of America.

Explore by Schedule

Use our cruise finder below to explore sailing options that fit your schedule. If your dates are flexible, or you just want to learn more, visit our fleet page and each vessel’s website. Reservations can be made directly with the Windjammer of your choice. Have fun exploring! Whichever vessel you choose, you are sure to have the sailing adventure of a lifetime.

Find My Trip

Everything about our experience was impressive. I'm still trying to wrap my head around how three extraordinary meals (and late afternoon snack)s are prepared and served daily. One would think that short cuts in meal prep would be expected but no, everything is freshly prepared and just delicious!

Stay in the Know

With our monthly newsletter, you’ll receive tips and hints from folks who have sailed as well as information about the best dining and attractions the area has to offer, special packages, windjammer history, events, and more!

You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

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Schooner American Eagle

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Copyright 2012-2022 Schooner American Eagle. All rights reserved. Privacy Policy

Join us before our season ends October 14th and enjoy a heated seat cushions on your sail!

A Morning in Maine

Sailing tours on beautiful penobscot bay, featured sailing trips.

• Most Popular!
• Users All Ages
• Clock 2 Hours

2-Hour Sailing Trip

The best way to get a taste of the Maine coast! Sail out of Rockland Harbor past the breakwater lighthouse on your way to Penobscot Bay and the rugged coastal islands.

• Users Ages 11+
• Clock 9.5 Hours

Hurricane Island Aquaculture Experience

Join us for an exclusive opportunity to visit the Hurricane Island Center for Science and Leadership (Hurricane Island) aboard Morning in Maine!

• Clock 6 Hours

Monroe Island Adventure

Your island adventure awaits! Maine has over 3,000 miles of coastline, and almost half of that is on islands only accessible by boat.

• Clock 3 Hours

Science under Sail

Join us and a science educator from our partners at Herring Gut Coastal Science Center in Port Clyde as we set sail to learn about the ecology of Penobscot Bay!

Day Sails on Penobscot Bay

Enjoy the Maine Coast’s beauty from the deck of Morning In Maine. Relax and watch the seabirds and harbor seals as the ketch glides through the waters of Penobscot Bay… or lend a hand in sailing the boat!

On most Maine sailing trips we see Rockland Breakwater Lighthouse, Owls Head Lighthouse, and historic schooners. Monday morning is the best time for a day sail in Rockland, Maine, where we watch the schooners sail out of the harbor for their week-long cruises.

We look forward to having you aboard!

The boat accommodates 21 passengers and can fill up quickly, so make your reservations early!

#1 Outdoor Activity in Rockland, Maine! Our Customers Love Us!

Maine is best by sailboat.

“Loved our afternoon on Morning in Maine. The wind was great and the boat is really lovely. Capt Tyler and George were great crew. Saw eagles, a harbor seal and all the sights you’d want to see in Rockland. Sailing really is the best way to get to know Maine.”

Best "boat ride" in Maine

“As Mainers, we have had the opportunity to go on various “boating adventures” along the Maine coast. This was the most pleasant and fun one ! 2 hours was perfect. The captain allowing the kids to help with the sails was very cool and even steer… Totally made their day. The captain was very personable and made the trip interesting. I was concerned about getting seasick, but the ride was actually very smooth.”

“We had a wonderful time on our sailing expedition and learned a lot about the area. Definitely worth the time to spend some time on the water with folks that live in the area sharing lots of good stories.”

Great experience!

"Our sail on a Morning in Maine was one of the highlights of our trip. The views were beautiful and the ride was smooth and relaxing. It was a great experience and one that I highly recommend!"

Our 37th Year in Camden!

Celebrating our 105th anniversary 1918-2023, on the national register of historic places, schooner surprise.

Book Online Now!

Day trips :

Join us for a two hour daysail on the elegant Schooner Surprise out of Camden, Maine. We sail around the magnificent Penobscot Bay. On our Camden day cruises we will see lighthouses, wildlife, private yachts and summer estates. We offer Sunset sails, Tuesday night Sunset sails with live music, Full moon sails and Fireworks sails. We sail 7 days a week from mid May to mid October. Get involved and help raise sails or steer the boat, we are great with kids! Come and join us for a cruise on board the most famous windjammer in Maine. We offer environmentally friendly boat tours. We have limited amount of passengers with cushioned seating for all. Come sail the Maine Coast with us.

See our schedule and rates

Private Charters :

Join us for your Camden Maine Charter on the Schooner Surprise. Special events, weddings, birthdays, family reunions, anniversaries and corporate  events. Two hour, half day and full day cruises on the beautiful coast of Maine. Have us cater your Camden cruise and serve exquisite appetizers on a sunset sail or a lobster lunch. Our Maine windjammer cruises will give you an unparalleled view of Camden Hills. We have been highly rated tour operators in Camden Maine for 35 years. Rated #1 on Trip Advisor!! Book your Camden Charters with us.

Learn more about private charters on the Schooner Surprise

Special Events

Full moon sail with live music.

Watch the sunset over Camden Hills and the full moon rise over Penobscot Bay.

June 21 (7:15pm - 9:15pm) July 20 (7:15pm - 9:15pm) August 18, 19 (7:15pm - 9:15pm) Rate: Adults $65 / Kids $47

September 17 (5:30pm - 7:30pm) Rate: Adults $65 kids $50

Fireworks over Camden Harbor

July 4 7:15pm - 9:15pm Rate: Adults/Kids $76

Sunset Sail with Live Music

Watch the sunset over Camden Hills and listen to live acoustic music.

July 1, 3, 5, 8, 10, 12, 15, 17, 22, 24, 26, 29, 31 (7:15pm - 9:15pm)

August 2, 5, 7, 9 (7:15pm - 9:15pm)

August 12, 14, 16, 19, 21, 23, 26, 28, 30 (5:15pm - 7:15pm)

September 4, 12, 14 (5:15pm - 7:15pm)

Rate: Adults $71 / Kids $62

Birding and Marine life tour with ornithologist Richard Podolsky

July 2, 3, 4, 9, 10, 11, 16, 17, 18, 23, 24, 25, 30, 31 (10am - 12pm)

August 1, 6, 7, 8, 13, 14, 15, 20, 21, 22, 27, 28, 29 (10am - 12pm)

Rate: Adults $65 / Kids $60

Contact Us:

Schooner Surprise Ramiro and Nicole de Acevedo Ramos 207.236.4687 1 Bay View Street Camden, ME 04843

[email protected]

Sloop Anjacaa

Check out our sister ship: Sloop Anjacaa

Camden Rockland Maine  Chamber of Commerce Camden, Lincolnville, Maine Inns, B&B’s and Hotels Rockland, Rockport, Maine Inns, B&B’s and Hotels Vacation Rentals Camden Maine Weather Schooner Surprise Trip Advisor Schooner   Surprise Facebook Page Schooner Surprise Yelp Schooner Surprise Instagram Down East Magazine Maine Magazine Penbscot Bay Pilot Web News Maine Boats, Home and Harbors website

Explore, Discover The Ocean

NorthPoint Yacht Charters arranges sailing and power boat cruising charters in Maine and Northern New England.

• Charter Gallery

Enjoy The Ocean With Your Family

NorthPoint Yacht Charters offers a wide variety of boats owned and managed by individual owners including both power and sailboats from 28-80 feet.

• How To Charter

Charter with NorthPoint Yacht Charters

Both bareboat and crewed charters are available. We also offer transportation, concierge services, bed and breakfasts, custom itineraries, provisioning, catering as well as special events. We are proud of our boats and take the extra time to make sure that your cruise will be pleasurable and trouble free.

About NorthPoint Yacht Charters

Welcome to the 2024 Charter Season

NorthPoint Yacht Charters arranges sailing and power boat cruising charters in Maine, Northern New England and the Canadian Maritimes. We offer a wide variety of boats owned and managed by individual owners including both power and sailboats from 28-80 feet.

Both bareboat and crewed charters are available. We also offer transportation, concierge services, bed and breakfasts, custom itineraries, provisioning, catering as well as special events.  We are proud of our boats and take the extra time to make sure that your cruise will be pleasurable and trouble free. 

Announcements

Luxury yachts.

Select from wide variety of boats including both power and sailboats 20-80 feet:

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Andromeda Sabre 30 30‘

Thira Catalina 30 30‘

Elan J-40 40‘

Defiant Morgan 43 43‘

Tailwind Sabre 36 36‘

Wind Dancer Gulfstar 44.5 45‘

Curve of Time Morris Ocean 32 32‘

TIMELESS Offshore Motor Yacht 62 62' 62‘

from $28,500 /wk

View Full Charter Gallery

What Customers are Saying...

KOAN performed beautifully. …. The engine runs great . MC

Our charter of Blue Goose two was excellent. She is the only boat I have ever charter or used including my own that there was nothing to fix. She was very clean, well outfitted with towels, linens and basic condiments.

We had a great cruise on Alliance. We visited Pulpit, Castine, NE Harbor, Seal Harbor (Vinalhaven), Islesboro and Tenants. RE

Get In Touch With Us

NorthPoint Yacht Charters arranges sailing and power boat cruising charters, we offer a wide variety of boats owned and managed by individual owners including both power and sailboats from 28-80 feet.

• Crewed Charters
• Experience Resume
• Charter Resouces
• Charter FAQs