Schooner Heritage

Cruise agency · Rockland

Schooner Heritage

Cruise agency · Rockland

1

11 Front St, Rockland, ME 04841

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Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null
Schooner Heritage by null

Highlights

Set sail on the Schooner Heritage for an unforgettable all-inclusive adventure through Maine's stunning Penobscot Bay, where gourmet meals and camaraderie await.  

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11 Front St, Rockland, ME 04841 Get directions

schoonerheritage.com
@schooner_heritage

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11 Front St, Rockland, ME 04841 Get directions

+1 207 701 5036
schoonerheritage.com
@schooner_heritage

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Last updated

Jul 10, 2025

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"Cast your troubles to the wind with an all-inclusive sailing vacation onboard the Schooner Heritage, a Maine windjammer that cruises Penobscot Bay. Built in 1983 by its former captains, the Schooner Heritage is now owned and sailed by its former first mate, Capt. Ben Welzenbach, and former chef, Capt. Sean Grimes." - Hilary Nangle

5 Best All-inclusive Resorts in Maine
View Postcard for Schooner Heritage

Jacqueline Owens

Google
My sister Elizabeth and I started an annual tradition a few years back. We set out to find fun, new and off the beaten path adventures each year. These adventures have included the canyons in west to the mountains in the east. After finding the Schooner Heritage, I thought, this fits the bill! The minute I stepped on to the ship, a tremendous spirit of peace came over me and stayed with me the whole 5 days. With the breathtaking views of Maine as the back drop, everyday was more beautiful than the one before. We quickly came to love the crew. The food was five star. It was hard to believe these amazing meals came from the ships wood burning stove. Captain Sean was blessed with culinary talents that Bobby Flay wishes he had. Elizabeth and I enjoyed our time together, but we also enjoyed getting to know our fellow adventurers. We met families who had been on trips with the Heritage more than 10x. We also met folks, like us, who were 1st timers. The week was perfect. From jumping off the side of the ship into the water, or watching the sunrise on deck with a cup of coffee, this was an amazing time. If you are reading this review, I hope you consider taking a trip on the Heritage. Please don't confuse this with a cruise ship. It is more of an authentic schooner experience. Captain Ben and Captain Sean, along with their crew, go above and beyond to make your time on the Heritage unforgettable. A heart felt THANK YOU to everyone who made this a very special adventure. Elizabeth and I look forward to seeing you soon. JackieO

Rob Miller

Google
My father (81yo) and I (47yo) took our first trip on the Schooner Heritage in mid August 2024. From the wonderful food, terrific crew, and beautiful ship we had an absolutely wonderful time over this five days. I absolutely recommend this trip for all ages; it is a terrific getaway to reconnect with a father, and connect with 30 strangers who quickly become close friends. Thank you!

David Palmacci

Google
One of the best experiences of my life, The Schooner Heritage was an incredible adventure. Went with one of my best friends, Jim and we had a blast. This was a 3 night, 4 day windjammer sailing trip around the Penobscot Bay islands in north-central Maine. We had cabin bunks (had a sink, bathrooms were up top). While the ship has a very awesome crew, you are encouraged to help pull in sails, pull up boats, row the mini-boats to shore, do dishes, etc. I learned so much about sailing (I brought a little notebook). The food was better than most restaurants I've been to and all included in the price; one of the captains is a chef. You learn to let go and unplug a lot by doing this, it was an interesting combination of relaxing and getting your hands dirty. Saturday morning the motor that hoists the anchor and sails up broke down, so we helped raise it manually, fantastic morning workout. It was hard leaving the ship on Sunday, you form friendships with the other guests on board and mostly the crew. I can see how people make this an entire lifestyle, as I will definitely return to the seas. Make friends wherever you go and find adventure in everything you do.

Phillip Smith

Google
My daughter and I had a wonderful time aboard the Heritage. We especially enjoyed the crew and their antics. Except when Darrin dropped his phone in the ocean, that was sad. But otherwise, great food, great sites, and amazing sailing.

Lou Loutrel

Google
Sailing on the Schooner Heritage is definitely a "must!" I've been once (last week) and am already trying to plan another trip next year! The Captains and the crew are wonderful! The food is great. The scenery is even better! We got to visit the Wooden Boat School as well as Stonington, Maine. Both are unique opportunities. The wildlife we saw included porpoises, harbor seals, bald eagles, osprey and more! The facilities are tight but there's plenty of room to just sit and enjoy the sailing. Just make sure you're not in the way of the "Jib Top Tackle Team" when it's time to jibe! There are opportunities to help hual lines during the operation of the schooner. Helping to raise and lower row boats or the yawl boat are greatly appreciated by the crew and are a good way to experience just a very small part of what sailing is about. If you want to help wash or dry dishes after a meal, that is also appreciated. Helping out with minor things on the trip really helps create a bond between the passengers and the crew. This is not the same as a Carnival Cruise Line trip. In my opinion it is better! It is much more like "camping on the water" but with great food and people!

Tricia Eaton

Google
2nd year in a row sailing with the lovely crew and guests aboard the Schooner Heritage and can't wait to come back! Crew is well trained, captains AND crew are extremely knowledgeable about the area, and all are willing to help their guests learn not only about this beautiful vessel, but the beautiful surroundings in the Penobscot Bay as well. Food was absolutely delectable and plentiful! Coffee at 6:30, breakfast at 8, lunch on the deck at noon, hors d'oeuvres, then dinner at 6. If you go hungry on this cruise, it is self-induced. We sailed on a 6 night cruise, but many other options are available. Each of those options includes an all you can eat "lobstah" dinner on a secluded island beach. (Burgers & dogs available for those who don't care for seafood, as well as watermelon and s'mores!) All in all an amazingly relaxing trip. Can't wait to sail with Captains Ben and Sean and the rest of the crew again.

Louise Moon

Google
This was my first overnight trip aboard a sailboat so I really didn't know what to expect. The best advice I received was to treat it like a camping trip, except instead of a tent you're sleeping on a sailboat. If you love sailing, you'll love the Heritage. If you're interested in sailing and love camping, you'll love the Heritage. Crew is knowledgeable and friendly and you can participate as much as you like. There are opportunities to learn what it takes to sail a boat this size, or you can just pull out a deck chair or cushion and enjoy the view. Every trip includes a lobster boil on an uninhabited island, and all the meals are prepared by the Chef who is also one of the Captains. The menu will accommodate all food sensitivities and preferences if you notify them in advance, and you'll never go hungry. There's fresh baked bread and desserts every day, a snack between breakfast and lunch, and appetizers served before dinner. You may make lifelong friends who will return with you year after year. At the very least, you'll meet like-minded people who love Maine, lobster, sailing, or all of the above. If you get a chance, don't miss the enchiladas.

Dennis Pratt

Google
My wife and I have enjoyed three trips on the tall ship Heritage out of Rockland ME - two just with us, and a third with a group of eight friends. This is a mashup of our experiences. A day on the Heritage starts with waking up in the tight cabin quarters, shaving and brushing teeth in the cabin basin, and climbing the stairs to the deck. One of the three heads topside will almost always be available. After your ablutions, you go out under the canopy to drink coffee, take in the scenery and watch the birds and seals feed in the isolated cove that Captain Ben and Captain Shawn had picked for last night’s anchorage. You can go swimming (60 degrees), rowing (one person rowing boat), sailing (usually light morning winds, so sailing is better right in evening right after anchoring), chat on deck with the other early risers, or simply find an out-of-the-way place to read or to listen to music or podcasts (my preference). The crew is usually washing down the deck to remove dust and keep the boards tight, so you will have to move at some point. I usually went below to our cabin to wake my wife about 7:45 for the 8A bell-rung breakfast. The Heritage’s galley is spacious and convivial, with hearty but unadorned food. (My favorite is the bacon served one day that was cooked well done!) After breakfast, but before we weigh anchor, some passengers will scurry to use the one head that doubles as a shower (with a kitchen spray nozzle. (I showered twice and Carol once during the week.)) By 10A the crew has dropped the canopy over midships, lines are laid to raise main, and the anchor starts coming up. If you’re lucky, we’ll backwind off the anchorage and set sail without the use of the yawl boat, but more often, the yawl boat is started to push w/ motorized headway out of the cove. Hopefully the morning doldrums have ended, and we catch a fresh breeze, set all the sails, haul up the yawl boat, and we’re sailing! But sometimes the wind won’t cooperate, the yawl boat may stay chugging away starboard aft pushing the boat ahead, but the captains will still set all their sail, including the main topsail, so that as soon as the wind strengthens, they can cut the yawl’s engine, haul it up, and going full sail power. Passengers can help - or not. Help is primarily hauling up sails or coiling line. You can also try your hand at figuring out where they heck we are (a large map lies on top of the after cabin by the wheel. Mostly, passengers choose their locations sitting on cushions on top of the cabins, or on collapsable chairs along the deck, in informal groups chatting, or reading, or listening. Some may challenge at games in the galley. Lunch is as we are underway - usually a hearty soup served topside around noon with a fun desert afterwards. By afternoon the winds are usually steady and we’re back to watching scenery, chatting, reading, listening, or for some, napping, as we sail the usually flat waters between the islands of the Penobscot Bay. If you are a sailor, you might luck out to get a day or two of very strong winds - with the scuppers - and if you’re really lucky, even railing - below water, without topsails and the sails reefed. If you’re not a sailor and sailing late in the season to encounter one of these rare days, bring foul weather gear, thermal underwear, and wool socks, stand topside, midships, upwind, eyes on the horizon, and hang on! On our three trips for which we’ve consciously sought such weather, on two we enjoyed one day of such exciting sails. But most of the time, the water is flat and the breeze gentle. By around 4P we are closing in on a quiet bay to spend the night. The sails are dropped in succession, volunteer passengers furling and tying them down. The anchor drops, and the small sailboat is launched for those who want to try small boat sailing (or rowing.) Some voyages require arriving somewhere on a particular day; others simply follow the wind. One evening will feature a generous lobster dinner. But most evenings we’re eating in the galley a yummy dinner and deserting topside later on…

Phillip S.

Yelp
Had a glorious time onboard with my daughter. Captains Ben and Shawn are experienced and always willing to explain things onboard. The crew are young and hilarious, albeit rookies at the craft. The ship is beautiful and a joy to be aboard. The food is excellent and plentiful. The trip was everything I was hoping for and more.

Dave P.

Yelp
One of the best experiences of my life, The Schooner Heritage was an incredible adventure. Went with one of my best friends, Jim and we had a blast. This was a 3 night, 4 day windjammer sailing trip around the Penobscot Bay islands in north-central Maine. We had cabin bunks (had a sink, bathrooms were up top). While the ship has a very awesome crew, you are encouraged to help pull in sails, pull up boats, row the mini-boats to shore, do dishes, etc. I learned so much about sailing (I brought a little notebook). The food was better than most restaurants I've been to and all included in the price; one of the captains is a chef. You learn to let go and unplug a lot by doing this, it was an interesting combination of relaxing and getting your hands dirty. Saturday morning the motor that hoists the anchor and sails up broke down, so we helped raise it manually, fantastic morning workout. It was hard leaving the ship on Sunday, you form friendships with the other guests on board and mostly the crew. I can see how people make this an entire lifestyle, as I will definitely return to the seas. Make friends wherever you go and find adventure in everything you do.

Brian M.

Yelp
We have been sailing with the Schooner since it was launched in 1983, initially with Skippers Doug and Linda Lee. The Heritage, being designed from the keel on up by the Lees for the more contemporary application of transporting people around Penobscot Bay for pleasure instead of transporting things like pig iron and coal from Maine to New York, Is therefore far more comfortable than the older restored/rehabbed neighboring boats, with a spacious common area for eating and reading and broader decks for sitting and taking in the scenery. Yet its historically accurate design and on-board equipment, such as a wood-burning stove and an old gas-powered one-cylinder "donkey" engine from the 1920's, harkens to the seafaring tradition of the old commercial off-shore coastal schooner. To quote JFK, "The torch has now been passed to a new generation," and Ben and Sean are now the proud Co-captains of this marvelous ship. In addition to touring the magnificent coastal scenery of the state of Maine, they bring on-board their own unique talents. Ben is notable for his precision when commanding the vessel and Sean, as executive chef, brings out wonderfully savory meals. Fear not, there is no wanting for food on this vessel - if you are a Hobbit used to 8 meals a day, this boat is for you. Both Sean and Ben are accomplished guitarists and they will entertain you onboard in the evening with an absolutely professional level of vocal and instrument harmony. I have a high bar for musical entertainment, and will walk away (or swim away, in this case) from second rate performances, but these two will sweep you away with their talent. Finally, the famous Wednesday "Lobster Island" lobster boils are not to be missed. The mixture of live lobster freshly boiled with Maine seaweed gives the lobster a sweetness that just cannot be replicated in any restaurant (or home, for that matter). There's more I could say but why drone on? Take a look at the photos that decorate their web site and imagine you are there. Time to book another rez for next year.

Louise M.

Yelp
If you're looking for the adventure of a lifetime, there's nothing more beautiful than sailing the Maine coast aboard a schooner. As other reviewers have described, the food is just one reason to book a trip. It's educational, historical, and just a treat for your senses. Most of the passengers were returning guests, and once you've been aboard you too will be thinking about when to plan your next trip.

John G.

Yelp
I just sailed on the Heritage for 5 day and returned very relaxed and satisfied. Its a beautiful schooner. the owners are competent and fun the crew are great. A grand adventure.

Robbie B.

Yelp
An experience like no other. The captains and crew were excellent. The food was so good and plenty of it. The lobster camp was a treat and we'll thought out especially on our beautiful sunny day! I highly recommend if your looking for an adventure!

P M.

Yelp
This 3-day trip on the Schooner Heritage would have been my 4th or 5th: I had loved every one of those spectacular vacations aboard this vessel, starting in 1992. As we boarded, I heard braying (a loud kind of laughing) from "Dave from Buffalo" already seated with his friends and family and all of whom expressed great glee when any new member of their party arrived. I had hoped they would settle down. No. It got worse. This was a group of men (without spouses) drinking Bud Lite and whooping it up until midnight the first night before we set sail. The accommodations for passengers (and crew) do not allow for noise at night because there is no privacy - the cabins are below the deck with openings at the top of the doors to allow airflow and the crew sleeps behind curtains in the galley and hallways. I asked the Captains THREE times if some kind of quiet hours would occur after 10 pm. There was either no response or one that indicated that nothing would be done. "Dave and his pals" - ruled the roost. We were obliged (more like imprisoned in the galley) to sit and listen to his boring and rather annoying presentation of gag gifts for 20 minutes. It was clear this was going to be nothing like the other relaxing and fabulous sails along the gorgeous Maine coast. We left the ship - and have heard NOTHING from the company, either apology or anything else. If you decide to book this trip (rave reviews and return guests), inquire whether some other group of inconsiderate jerks will be part of the 32 passengers.

Shepard A.

Yelp
Schooner Heritage and Business practices is disrespectful to me. I had to cancel a wonderful schooner trip planned with our police officer son. I have been on the Heritage schooner three times and paid full fare. Since I cancelled before they did, Capt Doug and Linda Lee are refusing to return their cancellation fee if $100.00 eventhough they cancelled their entire 2020 season of sailing. I have requested that money back and told no. They have no right to keep a cancellation fee if they in fact cancel all sailing trips themselves. . They have been wonderful over the years, this is just a very poor way to treat their past customers. They praise them selves on saying they do not advertise.All business comes from repeat customers, well, not me. I have informed them of my feelings. The above is what I got. Arnie Adler

David R.

Yelp
My wife and I just returned from a fantastic 4-day cruise on the schooner Heritage out of Rockland, Maine. We sailed to several sheltered harbors during the day and spent the nights there. We had a sumptuous lobster bake on an island beach the first night. All the meals were great. The crew couldn't have been more efficient or friendlier to the passengers. We could all do as much or as little work around the boat as we wanted. Captain Doug Lee told many interesting stories and I'm pretty sure at least one or two may have been true. He was in charge of the schooner. Captain Linda Lee was in charge of Captain Doug ! David George Rinaldi, Plymouth, MA

Allen S.

Yelp
I Had high expectations for a sailing adventure which was nothing but a long boat ride. Real sailor need not apply. The old boat is for sale and maybe that is a good thing for all.