sailboat cruises 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

Best ever bucket list item! Absolutely wonderful Captain & Crew which made the whole experience a 5 star bucket list event for me. Sailing on an antique vessel was thrilling and boy could the crew make her preform!

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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Maine Windjammer Cruises®

Maine Windjammer Cruises

Swift is a very special vessel designed in 1935 by Murray Peterson, a masterful naval architect famous for his coaster designs.  Originally intended as a luxury yacht, she was launched in 1983 after nearly twenty years of love and dedication to build her.

A diagram of Swift below decks and a more detailed description is on our Accommodations page.

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Sail Away...

Join us aboard the Schooner Lewis R. French and set sail for a truly amazing sailing vacation. Our Windjammer cruises combine the beautiful coast of Maine with tremendous sailing aboard an historic tallship....not to mention the homemade cuisine and all-you-can-eat-lobster!

From Memorial Day through mid-October , we sail from Camden Harbor along Maine’s pristine coast, sharing the Lewis R. French with only 20 guests on each trip. Spend your days relaxing on deck, steering the ship, and enjoying the company of your shipmates. Unplug from daily life, tune into the sounds of the bay, and enjoy the escape of sailing a historic Maine schooner.

Launched in April 1871, the French is a National Historic Landmark and the oldest commercial sailing vessel in the U.S. She has been comfortably refitted with both single and double cabins , modern navigation equipment, and a full galley where our professional crew prepares delicious homemade meals, desserts and hors d'oeuvres all day long.

We look forward to sharing the Lewis R. French with you!

- Captain Becky Wright and Nathan Sigouin

Sailing Aboard the Lewis R. French

The Lewis R. French has 6 double bed cabins, 2 bunkbed cabins, and 4 single cabins. The cabins are cozy and comfortable. There is standing headroom, nooks and hooks to stow all your gear, and a comfortable bed in every one. Each cabin has running fresh water, an opening window, electric reading lights, and a USB charger and comes furnished with linens, blankets, and towels.

Spend the days trimming sails, steering the schooner, learning about the Maine coast and wildlife, or just sit back, read a book, and watch the scenery drift past. The galley crew cooks up delicious meals on our wood cookstove, so those sea going appetites will be satisfied and then some. When the sun begins to set, the French will settle into a cozy harbor and swing silently at anchor.

The French was proudly named a National Historic Landmark and has a large following. From folks that have sailed on her as a windjammer to old-timers who remember her when she carried freight, the French has touched many people. It is a truly unique experience to sail on a vessel that has been active since shortly after the death of Abraham Lincoln!

"The ship – beautiful, the crew – warm and friendly, the food – absolutely fabulous, the weather – perfect. To sum it up in one word – Glorious." Sue and George C. West Boyleston, MA

The French in the Press

Our sailing cruise on a maine windjammer, the lewis r french, a sturdy maine schooner, maine magazine spent 3 days aboard in september of 2019.  read about their experiences..

More Lewis R. French Press Links

Maine Sailing Cruises

Explore the Maine Coastline

Harbor, cocktail, and sunset cruises in penobscot bay , harbor cruise.

Embark on a 2-hour sailing cruise around Camden and Rockport harbors and the surrounding areas.

Captain Dennis will take you on his 41-foot classic sailboat to explore stunning views of Penobscot Bay and the Camden Hills. Whether you're eager to get hands-on sailing experience or prefer to unwind and relish the sail, these cruises offer an ideal blend of adventure and relaxation.

Cruises depart daily at 10 am and 2 pm from Camden or Rockport Harbor. June 1st - Sept 30th.

Sunset Cocktail Cruise

Explore beautiful Penobscot Bay of Maine on a 3-hour sailing and cocktail cruise.

Get a unique perspective of the Maine coastline, see the sun set over the Camden Hills, and learn about the rich maritime history of Maine from Captain Dennis. Sip on your favorite cocktails and let the sea breeze and stunning views provide a memorable sailing experience.

Cruises depart daily at 5 pm from Camden or Rockport Harbor. June 1st - Sept 30th.

Experience the Best of Maine Aboard a Classic Sailboat

At Maine Sailing Cruises, we're passionate about creating exceptional sailboat experiences. We have been providing unforgettable journeys along Maine's coast since 2020 aboard Hussar. Whether you're seeking adventure, relaxation, or both, we'll handle all the details and ensure you have an unforgettable experience.

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An Invitation to Sail the Coast of Maine

Captain Dennis and his wife Candace welcome you aboard their vessel Angelique , to share with you the delight of cruising Maine’s coastal waters under full sail. Meet new shipmates, sail by many of Maine’s legendary lighthouses, visit the small villages and rocky islands that dot the bay, and see seals, porpoise, and, occasionally, whales in their natural habitat.

Angelique is your vacation spot in Maine!

Great ocean views, lots of sailing, excellent food, quiet serenity, and no distractions: just pure relaxation. Doesn’t it sound great? Won’t you join us? Choose a cruise date – pack your bag – we’re looking forward to sailing with you!

Authentic Maine Experience

Windjamming is an authentic, “real Maine” experience: a traditional island lobster bake, fire red Maine sunsets, rocky coastlines, seals, porpoise, and seabirds, and home cooked meals made from locally sourced food.

Unscripted Adventure

Relax and let us do the driving! Cruises are unscripted and spontaneous with as much or as little activity as you would like.

Eco-Friendly Sailing Cruise

Windjamming is an eco-friendly vacation. Using the wind to move our way up and down the coast and rowing guests ashore, we use very little fuel. We also leave no trace on the islands we visit. You can feel great choosing this “green” vacation!

BOOK YOUR TRIP TODAY

View our Cruise Types and Schedule & Rates page, and contact us to book your trip.

P.O. Box 736 Camden, Maine 04843

Phone: +1 800-282-9989 [email protected]

VIEW OUR GALLERY

Take a peek at our photo and video gallery and check out recent photos from our cruises.

HAVE A QUESTION?

Check out our FAQ page for answers about our cruise, crew, ship and more. Or contact us for any inquiries.

PURCHASE MERCHANDISE

Click here to go to our Angelique Boutique online store to purchase hats, shirts, sweatshirts, etc.

Watch the Angelique Video

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Your Guide to the BEST Maine Sailing Tours | Windjammers, Sailboats, & Schooner Tours

Everyone knows that Maine has a stunning coastline and breathtaking views of the Atlantic Ocean from pristine beaches to rugged cliff walks. But, have you ever considered seeing Maine from the water? Set sail on an exciting adventure on one of the best Maine sailing tours onboard a windjammer, sailboat, or schooner.

We think it’s the best way to view the Maine coast , and what could be more exhilarating than setting sail out of a Maine harbor aboard a tall-masted schooner? Down the coastline from the Downeast & Acadia region to the Southern Maine Coast , there are so many sailing excursions to choose from.

The best part? You can sit back and relax while someone else does the sailing and navigating. Or, you may lend a hand and hoist a sail if you prefer. There’s no better way to experience the beauty of Maine than on a historic sailing trip, so check out these options for your next visit to Maine.

Downeast & Acadia Sailing Tours

Downeast windjammer cruise lines.

If you’re looking for a variety of options for sailing, Downeast Windjammer Cruise Lines in Bar Harbor has you covered. Offering a Sunset Sail, a Morning Sail, and an Afternoon Sail, there’s a wonderful experience no matter the time of day. Each sail has its own vibe.

The Sunset Sail is the most popular cruise that Downeast offers. It includes live folk music, beer, and wine for sale. Or, enjoy sailing in Frenchman Bay during the Morning Sail, which is more relaxed but still offers breathtaking views of Acadia National Park .

The Afternoon Sail is perfect for those looking for a narration during the sail. The captain will point out points of interest, regale you with the local history, and discuss wildlife.

No matter the sail, you can bring a picnic of snacks along, and most sails are pet-friendly.

Downeast Sailing Adventures

Southwest Harbor

Step aboard the Real Maine for an unforgettable experience sailing around the Cranberry Islands, Acadia, and Somes Sound. This tour will take you by lighthouses, past gorgeous homes on the shore, and by working fishing boats.

Book a private charter or a group day sailing adventure for up to six passengers. Downeast Sailing Adventures has daily sails on its 33-foot boat Surprise and its 38-foot boat Swan .

Sail Acadia

Northeast Harbor & Southwest Harbor

Sail Acadia offers trips out of two harbors, Northeast Harbor and Southwest Harbor . Sailing trips can be either shared or privately chartered. Private charters can be catered to your preferences with sailing instructions or a stop at an island for a picnic included.

Book a morning sail for calm waters with gentle sea breezes and good opportunities to view local wildlife. The morning sail is suggested for first-timers and children.

Or, book an afternoon sail for stronger winds that will make the sailboat cruise faster. This sail typically sees seals along the route, and the captain will often give a narration of the wildlife and history of the area.

Another option is a sunset sail for a romantic experience. This sail will have you seeing gorgeous sunset views on calm waters.

Schooner Tours in MidCoast Maine

Schooner stephen taber.

If you’re looking for an all-inclusive overnight experience, book a sail aboard the 150-year-old Stephen Taber . Each sail includes accommodations in one of 12 cabins, meals, wine (on evening sails), a lobster bake and barbecue on the beach, and evening entertainment.

Guests can choose from a themed trip or a private charter from Rockland Maine . Themed trips are a lot of fun and span from three to six nights, depending on your preference.

Enjoy trips such as Culinary Explorations; ‘Wine, Dine, and Chocolate;’ Yacht Racing Regatta; Penobscot Bay’s Hidden Gems; and more. These trips are sure to be memorable experiences, and by the end of the trips, you’ll feel like family with the other guests on board.

Here are more MidCoast Maine boat tours that are part of the Maine Windjammer Association like the Schooner Stephen Taber : Schooner American Eagle | Captain Tyler King | Rockland, ME Windjammer Angelique | Captain Dennis Gallant & Candace Kuchinski | Camden ME Schooner Grace Bailey | Captain Sam Sikkema | Rockland, ME Schooner Heritage | Captains Sean Grims & Ben Welzenbach | Rockland, ME Schooner Ladona | Captain J.R. Braugh  | Rockland, ME Schooner Lewis R. French | Captain Becky Wright and Nathan Sigouin | Camden, ME Schooner Mary Day | Captain Barry King and Jen Martin | Camden, ME

A Morning in Maine

If you’re strapped for time and want a shorter sail, A Morning in Maine’s sailing trips are a wonderful experience. The two-hour sailing adventures take place aboard a 55-foot ketch that passes lighthouses and other schooners.

The morning trip is perfect for those looking for calm sailing. The mid-afternoon sail has windier conditions for a faster sail. Evening and sunset sails feature beautiful sunset views and a relaxing ride. Guests are often given the chance to try to steer the boat as well.

Schooner Surprise

The Schooner Surprise has been sailing for over 105 years, with 30 of those years setting sail out of Camden Maine . Guests can book a two-hour sail with views of the lighthouse, summer houses and views of Penobscot Bay .

These family-friendly sails let guests, including children, take the wheel while out at sea. Special sails include a Full Moon Sail that features live music during sunset and a trip lasting two hours into the night. Or, book a fireworks view sail or a Birding and Marine Life Tour with an ornithologist.

Portland & Casco Bay Sailing Tours

Portland schooner co..

Portland Schooner Co. sets sail from Portland Maine and cruises through Casco Bay for a delightful trip along the coastline and past lighthouses and ocean life, like seals. On the two-hour sail, bring your own picnic and even alcoholic beverages for a relaxing, scenic time on the water.

These sails are perfect for all ages. Sails take place throughout the day on one of the five historic wooden schooners. The sails are relaxing and do not include narration, but the crew is available to answer any questions that guests may have.

Maine Sailing Adventures

Maine Sailing Adventures offers traditional two-hour and themed sails through Casco Bay . What sets it apart from other sailing companies is its unique themed sails. Try an acoustic sail that features live music. Or, try a wine sail that includes a wine tasting for adults.

Have you ever heard of a yoga sail? This ship can accommodate up to 12 guests for a yoga class that you won’t experience anywhere else. Enjoy amazing views of the water while working on your poses.

Sail Portland Maine

If you’re looking for an intimate sailing adventure, Sail Portland Maine has you covered. Guests can choose a private charter or a public trip. The public trips’ capacity is 12 people, so you know that your sail won’t be too crowded.

Day and sunset trips are two hours in length and pass by all of the famous Casco Bay features — like historic forts, lighthouses, and if you’re lucky to spot them, seals. Guests are welcome to bring their own food and drinks, while bottled water is complimentary on board.

Schooner Tours on the Southern Maine Coast

The pineapple ketch.

Kennebunkport

There’s no better way to see the Kennebunk River than sailing on it. The Pineapple Ketch departs from Nonantum Resort for a dazzling trip along the river and the Kennebunkport coastline.

You’ll see gorgeous seasonal cottages, including the famous cottage of President George H.W. Bush. Enjoy views of the Goat Island Lighthouse, local harbors, seabirds, and seals.

Each sail includes complimentary bottled water and sodas, but guests are also welcome to bring their own food and beverages.

Silverlining Sailing

Silverlining Sailing offers one of the most intimate sails in Ogunquit Maine . Each boat has the capacity for up to six passengers, making for a small group sail. Sails typically last two hours, departing from the quaint Perkins Cove village.

There are five trips daily (weather permitting) from early morning through to a sunset sail in the evening. Enjoy stunning ocean views, gorgeous waterfront homes, views of local beaches, and harbors.

Since this is a smaller group sail, guests get the opportunity to try their hand at taking the wheel and steering the schooner.

Broad Reach Adventures

Broad Reach Adventures has two-hour sails, half-day and full-day sails, and chartered sails from Saco Maine , so there’s a sail to accommodate your busy schedule.

Each one allows guests to see beautiful views of the Saco River, Saco Bay, Biddeford Pool, Old Orchard Beach , and lighthouses along the way. Longer sails provide guests with the opportunity to disembark and explore uninhabited islands.

A unique feature that Broad Reach Adventures offers is the opportunity to add a massage or professional photographer. These experiences are available on certain dates and times, so book ahead if you’re interested in these add-ons.

Sailing Lessons & Boat Rentals

If you want to learn to sail, sailing instruction is often available as part of your charter package.  Private charters  of sailboats on the Maine coast allow experienced sailors to explore the coastline on their own.

Private sailors will find  hotel marinas  for lodging in Maine’s best harbors. If you time your sailing cruise right, you might witness seals, porpoises, whales, or other tall ships.

Watching the sunrise from the deck of a schooner is one of life’s simplest, most satisfying pleasures. Of course, the spectacular Maine scenery is always included on your sail.

Set Sail on Sailboat & Schooner Tours From Maine This Season

Now that you know about all of the sailing trip options, it’s time to set sail into the open waters of Maine. From two-hour trips of the bays and harbors to overnight excursions, there’s an experience awaiting you on your next getaway.

Each Maine sailing company offers its own unique trips aboard safe, well-maintained schooners. Relax, unwind, and feel the ocean breeze in your hair as you cruise through the lapping waves of Maine’s Atlantic shoreline.

The VisitMaine.Net team is the small team of authors and editors that research and write our in-depth guides throughout the site and update past articles to make sure they're still super valuable to you. We have one goal: to help you fall more in love with the state of Maine!

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VisitMaine.Net – The unofficial guide to exploring the great state of Maine. Not affiliated with any official tourism entities.

Copyright VisitMaine.Net 2023 Images Courtesy Greg and Heather Burke unless otherwise noted.

In everything we do, we strive to provide an authentic Maine sailing vacation that inspires and nurtures our guests.

The best way to recharge is to unplug

Refresh Your Soul on a Maine Sailing Vacation

Join the adventure of a windjammer cruise in Maine aboard the Schooner Mary Day to reawaken your inner spirit.

Sail away on a Windjammer Cruise in Maine

YOUR SPIRIT

Tired of the noise? Time for your escape? ​ Plan on feeling the wind and the sun.

Come along on a unique maine sailing vacation.

Secure Time Off

Choose a trip.

Sailing Calendar

Life on a legendary schooner in maine.

Reflections from

 “Mary Day gave me time from everyday stress and time to forget my current job. No phones, no  distractions, just the beauty of the Maine Coast, new friends, etc. It put things in perspective for  me and provided me the strength to find a new job, one that I was finally interested in.”

Cory,  Mystic, CT.

Life is busy.

We understand you need a break., so why not sail, stay and play.

Subscribe to Our E-Newsletter!

Subscribe to our e-newsletter and receive our gift to you, beyond the beaten path , a guide to help you plan the alternative maine getaway, not to worry, your privacy is important to us your information will not be shared or sold to third parties..

It’s not only the scenery you miss by going too fast...you also miss  the sense of where you are going and why... ​ Plan. Simplify. Feel the Wind.

SCHOONER HERITAGE

Experience the very best  of

the Maine coast!

Unleash Your Inner Sailor on a Windjammer Adventure in Maine!

Sail aboard the newest and largest vessel in the fleet!

Welcome Aboard!

Join us aboard the Heritage this season for an unforgettable Maine windjammer cruise. Every trip is special. Capts. Sean and Ben are your hosts aboard every trip. In addition to sailing the vessel, they enjoy entertaining their guests by playing live music in the evenings. The food is delicious with restaurant quality dishes made with fresh local ingredients. Daily breads, cookies, and desserts are all freshly baked aboard.

Each trip we enjoy an all-you-can-eat lobster cookout on a pristine island beach. Hear about the islands, vessels and people of Mid-Coast Maine as well as the many lighthouses we see. Wildlife abounds with birds both ashore and at sea as well as marine mammals. Best of all you can enjoy sailing aboard a schooner built with your comfort in mind.

Enjoyed the trip of a lifetime with my daughter (age 29)! The Captains and crew were kind and engaging and the food was incredible! The main coast is full of beautiful little islands and sailing felt like such an adventure! The captains entertained us one evening and surprised us with their notable talents!

We have a trip for everyone aboard the Schooner Heritage. Whether you want to sail with the fleet, explore in search of lighthouses, tour Acadia, bond with family, gaze at shooting stars, or just relax and sail the Maine coast with no itinerary. We can always promise stunning views, delicious food, and an unforgettable experience. Summers in Maine are a time for growth and rejuvenation. The season is short so as Mainers we celebrate and make the most of it. Join us in this celebration as we explore hidden places not accessible to most and with 3,478 miles of tidal coastline, see Maine the way it was meant to be seen.

Coasting schooners, like the Heritage, were designed for accessing shallow passages and ports allowing us to travel to more secluded places where comparable sized vessels can’t access. This makes Heritage the perfect choice when choosing a windjammer to sail on.

Enjoy an evening beverage and sing along with Captains Sean and Ben during lively music nights.  Whether up on deck, or down in the galley, music nights aboard the Schooner Heritage are the best on the bay! 

Performing different genres of music, and the songs you know and love, as well as songs you may have never heard before that will surely be added to your playlist after you get home. 

We look forward to you joining us!

Photo: Nick Parson

Relax  & Unwind

You'll feel like you've stepped into another time and place aboard Heritage. Each day is filled with a little adventure and plenty of relaxation. We leave Rockland headed for parts unknown; wherever the wind, weather, and tides take us. The coast of Maine is spotted with over 3,000 islands topped with lush evergreen forests and lined with rugged granite shores. Row ashore and stretch your legs in local fishing villages and towns rich with art and culture. In the evenings we will anchor in hidden coves where you’ll enjoy coastal wildlife, spectacular sunsets, and endless stars.

THE 10 BEST Maine Boat Rides & Cruises

Boat rides & cruises in maine.

• Fishing Charters & Tours
• Kayaking & Canoeing
• Boat Rentals
• Stand-Up Paddleboarding
• River Rafting & Tubing
• Dolphin & Whale Watching
• Surfing, Windsurfing & Kitesurfing
• Water Sports
• Waterskiing & Jetskiing
• Speed Boats Tours
• Scuba & Snorkeling
• Parasailing & Paragliding
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Portland Head Light
• Spring Point Ledge Lighthouse
• Fort Gorges
• Bug Light Park
• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. 2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

2. Harbor Lights and Sights Cruise

3. Windjammer Classic Sunset Sail

4. Private Island Fort Tour in Casco Bay

5. Luxury Catamaran Sailing Charters in Maine

6. Portland Tall Ship Cruise on Casco Bay

7. Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

8. Schooner Applejack Sunset Sail Tour in Boothbay Harbor

9. Sunset Lighthouse Cruise Tour from Casco Bay

10. Sunset Sea Kayak Tour of Casco Bay

11. Sunset Sailing Cruise

12. Guided RIB Boat Adventure of Casco Bay

13. Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

14. Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

15. Sunset Lighthouse Harbor Cruise from Portland's Old Port

16. Windjammer Classic Day Sail from Camden, Maine

17. Scenic Lighthouse Boat Cruise from Portland's Old Port

18. Midday Broadwater Sailing Cruise

19. Lighthouse Lovers Cruise in Portland

20. Schooner Eastwind Sunset Sail to see the Maine Coastline

21. Private Sunset Charter on a Vintage Lobster Boat

22. Maine Whale Watching Tour in Portland

23. Sea Kayak to an Island Tour in Casco Bay

24. Sunset Tour by Kayak on Sebago Lake Maine

25. Stand Up Paddleboard Tour with Complimentary Oyster Tasting

26. Half Day Private Boat Charter from Portland

27. Portland Tall Ship Private Charter on Casco Bay

28. Scenic Sebago Lake Historical Tour by Kayak

29. Stand-Up Paddle Sunset Tour in Portland

30. Seven Portland Lighthouses Tour

What travelers are saying.

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Your Maine Adventure Awaits!

Come experience a Maine windjammer vacation along the rocky coast on the historic Schooner J.& E. Riggin . Enjoy 3, 4, 5, or 6-day eco-friendly sailing vacations as your windjammer cruise, departing from Rockland Maine, takes you past the spruce clad islands, unequaled rocky coastline and legendary lighthouse-dotted bays of Penobscot Bay.

This unforgettable travel experience is why over 65% of our passengers return year after year, not to mention the food!

Book Your Maine Sailing Adventure Today!

What’s new?

• Our 2023 Sailing Schedule will feature NEW cruises like Sip & Sail Adventures featuring local mixologists, distillers, and brewers!
• Jocelyn is making a Pumpkin & Sweet Potato Curry Soup to beat the chill.
• The stays’l & jib are in the loft of Gambell & Hunter where they are being measured for replacement.

Noteworthy…

Named “Best Windjammer Fare” – a Maine Classic in the Best of New England by Yankee Magazine as well as one of the places to visit along New England’s “Maritime Trail” and “8 Perfect New England Weekend Getaways”.

Latest from the blog

Caulking the Deck : “One of the best things we can do to keep everyone comfortable on board the J. & E. Riggin is keep things dry. Especially in the cabins. The best way to keep the cabins dry, is to make sure there is plenty of material in between the pine planks that form the deck. The gaps between the planks are called seams and they are packed tightly with cotton and oakum before being sealed with a layer of hot pitch .”

About the Riggin

Schooner J. & E. Riggin is a proud member of the Maine Windjammer Association

Copyright © 2018 - 2024 Schooner J. & E. Riggin. All rights reserved.

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

September 30 7:30pm - 9:30pm Rate: Adults/Kids $75

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)

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

SAIL ACADIA

Sailing charters & lobster tours at acadia national park.

• Most Popular Tour

Mount Desert Island Sailing Tour

Sail Acadia National Park aboard a traditional Friendship Sloop – Maine’s original lobster boat! Built in Friendship, Maine in the late 1800’s, these handsome traditional sailboats were used by coastal fishermen to haul lobster traps by hand under sail. Take part in Maine’s maritime heritage and enjoy sailing smooth waters, abundant wildlife and spectacular coastline of Acadia National Park.

• Info Up to 6 passengers
• User All Ages
• Hour Glass 2 - 3 Hours
• Great for Families!

Lobster & Nature Tour

Enjoy a nature cruise aboard the Elizabeth T, a real Maine lobster boat! Haul lobster traps, visit Somes Sound, and see a seal colony on a perfect size boat for sightseeing, island picnics, and lobster fishing demonstrations.

• Info Shared Tours are up to 16 passengers; Private Charters are up to 21 passengers
• Hour Glass 2 Hours

Sail Acadia National Park

Escape the crowds of Bar Harbor and explore the spectacular coastline of Acadia National Park.

Sail aboard a classic Friendship sloop or a real Maine lobster boat for a private or shared tour of Maine’s most beautiful coastline along Mount Desert Island.

Sailing and lobster boat cruises depart several times each day from Southwest Harbor and Northeast Harbor, just 15 – 20 minutes from Bar Harbor.

At Sail Acadia we maintain and operate our locally built wooden boats with a great respect for Maine’s maritime heritage. We believe in smaller groups and personalized attention for an authentic boating experience in Acadia. Our captains and crew will share their local knowledge and give you their best tour of Mount Desert Island.

Five-Star Sailing & Boat Tours ★★★★★

We were blown away by the service at Sail Acadia. We did a mid-morning private tour for 7 of us. We were able to bring our own mimosas :) Our captain and first mate were knowledgeable, inviting, friendly and easy going. They were very welcoming to our pup! They had blankets and cups on board. Definitely recommend!

We thoroughly enjoyed our sunset cruise with Mike and Kelly. Mike told some great stories of the area, we took wine and dinner to have on the boat, and we enjoyed seeing guillemots and porpoises in the bay. The wind was very light that evening so we had to motor a bit, but it was such a treat to be out on the water on a 120 year old wooden sail boat. We loved it!

We booked a 3 hour sunset sail and it was so much fun. It wasn't the windiest day, but being on the water on a beautiful summer night watching the sun go down can't be beat. We saw plenty of porpoises and other sea wildlife throughout the ride. Bonus points: the tour is BYOB so we brought a bottle of wine with us and the crew provided cheese, crackers and snacks. Thanks for having us!

An awesome experience we can't recommend more highly. Not only was it a fantastic sailing experience, the crew were informative about the area, history, wildlife and the things we were seeing along the way. The crew was great, the boat charming and historic. The best afternoon we have had in Maine for as long as we can remember!

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:

View Gallery

Sweetness Cape Dory 36 36‘

August Maverick (Crewed) 92ft Boat with Captain 92‘

TBD/ Includes Captain

Pax Sceptre 41 41‘

Osprey Hinckley Pilot 35 36‘

Capricia (Crewed) Alden 54 with Captain 54‘

Lucky Dog Sabre 36 36‘

Andromeda Sabre 30 30‘

Thira Catalina 30 30‘

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

Set Sail in Boothbay Harbor

Experience the coast of maine.

There are those who endeavor to live, to find bright spots in their lives and seek refreshing opportunities.   Sailing rarely disappoints.   Spending a couple of hours cruising the New England waters on a bright sunny day is fresh, restorative and comforting; all for $50.

“Capricia” is berthed at the Carousel Marina, across the harbor  from town  at 125 Atlantic Ave ,  where an elegant meal at the Whales Tale Restaurant or a boat side lobster bake on the docks will provide the ultimate coastal Maine experience.  Learn more about the Carousel Marina here: www.carouselmarina.com

There are those who endeavor to live, to find bright spots in their lives and seek refreshing opportunities.   Sailing rarely disappoints.   Spending a couple of hours cruising the New England waters on a bright sunny day is fresh, restorative and comforting.

Unique Scenery

Take in the iconic rocky coastline of Maine with Captain Dave and get a taste of what makes this place so special.

Picturesque Landscapes

Boothbay Harbor and midcoast Maine are home to many of Maine’s most dramatic oceanfront properties and natural wonders.

Working Waterfront

Boothbay Harbor serves are the ideal hub for your visit to coastal Maine; with shopping, dining, and endless recreational opportunities.

Unforgettable Experience

Join us for a romantic day cruise, a family outing, a group retreat, or even a solo sail trip on the waters of Boothbay Harbor.

Our Cruises

Book a cruise.

Sail Capricia with Captain Dave aboard his classic Alden sailboat on a 2-hour cruise around the bays and islands of Boothbay Harbor, Maine.

Let’s Get In Touch

©2024 Sail Capricia . All rights reserved. Site by Adventure Advertising .

Now booking for 2024! Book today!

Downeast Windjammer Cruise Lines

Sailing, sightseeing, ferry & fishing in bar harbor, maine, windjammer cruises.

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Specialty Trips and Experiences

Passenger ferries, private charters, experience beautiful frenchman bay, schooner sunset sail – margaret todd.

Our Sunset Sail is our most popular cruise – both romantic & fun! We often have live folk music: guitar, fiddle or banjo!

Bar Harbor to Winter Harbor Ferry & Winter Harbor to Bar Harbor Ferry

Departing from Bar Harbor; enjoy a boat ride over to the Winter Harbor/ Schoodic Peninsula (The quieter side of Acadia National Park).

Cranberry Cove Ferry

Enjoy panoramic views of Acadia National Park while aboard our ferry. Daily passenger ferry service between Southwest Harbor/Manset and Cranberry Isles.

Schooner Afternoon Sail

Join us for a usually livelier, more exhilarating sail of Frenchman Bay, with stronger afternoon breezes.

Over 1000 Five-Star Reviews on Tripadvisor!

Sunset Sail

"Loved going on the sunset sail. It was interesting watching the crew (and some passengers) raise the sails. Fun evening out."

Great way to spend a sunny afternoon

"One of the highlights of our visit. The weather was perfect. We saw porpoises and seals while out and the captain gave information on nearby islands and over lobster fishing."

Beautiful cruise of the bay

"Crew was very professional and we left on time. Views were stunning and ship was wonderful & comfortable. We had great weather and no seasickness!"

Fun and beautiful trip!

"We loved our morning tour on the windjammer. We enjoyed being able to help bring the sails up and then enjoy the beautiful scenery. It was a highlight of our vacation!"

Give the Gift They Will Never Forget

Purchase an online gift card today!

Use the View Availability button and click Browse by activity and then click Gift Card !

Thank You for a Great Season!

We are now closed. See you in May 2024!

Experience the Sensations of Sailing at Sea

Come, join us, and experience the sensations of sailing at sea. Sail with us along the spectacular southern coast of Maine.

Slide gracefully along beautiful Ogunquit Beach for one moment and then watch as the coast transitions into the rugged rockbound beauty of the Marginal Way. Sail by oceanfront homes, and see waterfront scenery not accessible by land. See the coastlines of York and Cape Neddick or Ogunquit, the Wells beaches, and a little of the Kennebunks as they can only be seen while sailing. Listen to the surf crashing and ebbing over rocks while admiring the scenery that defines the Coast of Maine.

Watch as Perkins Cove fishermen bring in their catch, look for seals and the occasional Minke whale or just relax, sip a glass of wine, and see the sun go down. Maybe you’d like to take the wheel, hand a line, and have your children do the same, or perhaps it’s the feeling of just being on a true classic yacht that you seek. The Silverlining sometimes thrills and sometimes soothes as she charges windward, reaches offshore, or is pulled downwind by the spinnaker.

Whether you’re an old hand at sailing or just always wanted to try it, it’s your time and you will have the ocean practically to yourselves. Most of all have some fun, let the Silverlining be the backdrop for a lasting memory of Ogunquit and the southern coast of Maine.

Sail Intimately

Being at sea, under sail, is special, even for just a few hours! Spending time with your family or friends, just your group enjoying the experience, looking for sea life, listening to the sounds of the sea, enjoying a glass at sunset, breaking away from normal routines, and making memories… we’ve set the scene for you.

View Sailing Trips

Sail Aboard a Historical Boat

Olin Stephens, America’s premiere yacht designer, entrusted the lines drawing for Silverlining to his favorite draftsman/marine architect, K. Aage Neilsen who completed the design that had been commissioned by a mutual friend. Built by the Hinckley company, she was one of the earliest ocean racing yachts to be built by Hinckley, considered by many to be the finest yacht builder in America. She enjoyed a two-decade-long ocean racing career competing all over the Atlantic basin.

About the Boat

Sail with experience.

The Silverlining has been taking passengers sailing in all sorts of conditions from Perkins Cove for over 40 years. Each day, we plan out our excursions to suit the desires of our customers; whether it be looking at the scenery, looking for sea life, creating family memories, technical sailing, or cocktail cruising, we’ve been doing it all for years. We have the experience to make your day go smoothly and a four-decade-long perfect safety record to back it up. Simply put experience matters.

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Shirts & Sweatshirts

We have locally printed high-quality shirts and sweatshirts available for purchase on board the boat and immediately following your trip. Stay warm and fashionable at sea or on land!

CVBA Travel Club invites locals on cruise, info session March 19

FRANKLIN COUNTY, Pa. — The Cumberland Valley Business Alliance (CVBA) is inviting local community residents to learn more about an upcoming cruise to New England and Canada this fall hosted by Cruise Planners.

Experience the hues of autumn while sailing across New England and Canada from Sept. 30 to Oct. 11.

Travelers will board the Celebrity Eclipse in Boston and travel to Rockland, Maine. Guests will visit the town of Rockland, known as the lobster capital of the world, the Rockland Harbor Trail and Rockland Breakwater Lighthouse. Guests also will venture to Halifax, the capital of Nova Scotia, to see the Museum of Immigration at Pier 21 and the Maritime Museum of The Atlantic, which houses Titanic artifacts.

Other dock destinations include Prince Edward Island, Portland in Maine and Quebec City.

The final leg of the trip includes the small port city of Sydney and its historic sites and nature walks.

An information session for the Fall Foliage in New England & Canada Celebrity Cruise will be held on Tuesday, March 19, at 5:30 p.m. at the Chambersburg Chamber, 100 Lincoln Way East, Chambersburg.

A second information session will be held in Greencastle on Thursday, March 21, at 5:30 p.m. at the Greencastle-Antrim Chamber, 217 E. Baltimore St.

RSVP to the sessions by going to CVBAlliance.org/Events , by sending an email to [email protected] or by calling 717-264-7101, ext. 206.

For more information about the cruise, contact Carol at 717-477-0111 or [email protected], or go to CVBAlliance.org/TravelClub .

The CVBA Travel Club is an opportunity for local residents to enjoy unique group travel experiences with their neighbors to domestic and international destinations while supporting the business community.

A portion of the proceeds from each trip supports the Cumberland Valley Business Alliance, as well as the member travel agent.