14 Maine Harbor Cruises, Compared

1.Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

★★★★★★★★★★4.5 · 126 reviews · 2 hours (approx.) · from $54Our pick

Spend about two hours sailing from Boothbay Harbor’s historic waterfront aboard the schooner Eastwind. You may help raise the sails, watch for seals and porpoises, and take in islands, lighthouses, and ocean views. Captains and mates such as Sarah, Josh, Luke, Christine, and Mareson are known for friendly, hands-on service. Bring non-alcoholic drinks and snacks, or buy beer, wine, and liquor on board.

“Amazing. Fun. Beautiful views. Great captain and mate. Such a good time with interactive hoisting the sails.”

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2.Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

★★★★★★★★★★4.5 · 124 reviews · 1h 30m · from $40

Spend 90 minutes on Cap'n Fish's Cruises exploring Boothbay Harbor, its islands, coastline, two lighthouses, and seal rocks. A live English-speaking guide explains Maine's lobster industry while the crew hauls a trap. Choose padded indoor seating, the upper deck, or the galley with its 360-degree view. Food and drinks cost extra.

“being on the water and seeing the animals in the water”

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3.Boothbay: Lighthouses & Islands Harbor Cruise

★★★★★★★★★★4.5 · 62 reviews · 2 hours · from $40

Join Cap'n Fish Cruises for a two-hour Boothbay Harbor ride aboard a fast, comfortable vessel with padded seating, an open upper deck, onboard narration, and a galley with wide harbor views. You may spot seals, porpoises, osprey, egrets, or whales while passing Ram and Burnt Island lighthouses, coves, boatyards, and island communities.

“Guide was terrific and captain was very responsive whenever someone spotted a whale. We saw 6 whales, some seals and harbor porpoises! Went early October and it was a superb day, sunny and brisk!”

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4.Schooner Applejack Sunset Sail Tour in Boothbay Harbor

★★★★★★★★★★5.0 · 42 reviews · 2 hours (approx.) · from $59Top rated

Spend about two hours aboard Schooner Applejack with Boothbay Sailing, leaving from 15 Wharf Street in Boothbay Harbor. Captains and mates such as Luke, Kate, Christina, Brian, Sean, and Shawn share local knowledge, help you raise the sails, and point out seals or porpoises when the harbor wildlife appears. Bring a light jacket and your own nonalcoholic snacks.

“We took the sunset cruise. The weather was awesome and the crew, Luke, was amazing. A must do when in Boothbay Harbor!”

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5.Schooner Applejack 2-Hour Day Sail from Boothbay Harbor

★★★★★★★★★★4.5 · 35 reviews · 2 hours (approx.) · from $54

Spend about two hours sailing Boothbay Harbor aboard the Schooner Applejack with a group capped at 14. Crew members such as Katie, Bryan, Josh, Brian, and Luke have helped make past trips friendly and hands-on. You may help raise the sails or steer, bring non-alcoholic drinks and snacks, and watch for wildlife and island views.

“Excellent experience! Would recommend to anyone! Beautiful boat and wonderful crew! We enjoyed the cool air and the length of the journey! We also had the opportunity to steer the boat!”

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6.Hidden Harbor E Bike Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 31 reviews · 2 hours 30 minutes (approx.) · from $85

Start at Pedego Electric Bikes Boothbay Harbor, where Kevin helps you learn the bike before Lisa or Roger leads a gentle 2.5-hour ride. Hear tales of the Red Paint People, Samoset, Damariscove Island, and a headless ghost while stopping at Linekin Bay, Barrett’s Park, Sprucewold Lodge, and Spruce Point Inn.

“All experience levels are welcome. Lisa and Roger are very knowledgeable and get you off to a great start. The ride is scenic and the bikes are great fun.”

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7.Boothbay Harbor: Pemaquid Point & John’s Bay Cruise

★★★★★★★★★★4.7 · 30 reviews · 2h 30m · from $45

Board Cap’n Fish’s Cruises in Boothbay Harbor for a 150-minute narrated ride through John’s Bay and the eastern harbor. You’ll see Pemaquid Point Lighthouse, Ram and Burnt Island Lights, Fort William Henry, islands, birds, and possibly seals. The large boat has padded indoor seating, an upper deck, a galley, and wheelchair access.

“we liked the knowledgeable pilot and guide, all in one!”

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8.Joy Ride E-Bike Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 25 reviews · 2 hours (approx.) · from $85

Ride a Pedego e-bike through Boothbay Harbor with Mysterious Harbor Tours, stopping at Villard Studios for an art demo by Kim and Philippe Villard. You’ll follow old trails, wooded roads, Lobster Cove, Linekin Bay, and Spruce Point, with a lighthouse view at Spruce Point Inn.

“A very fun ride with knowledgeable tour guides! We enjoyed visiting a wood block print studio with a wonderful artist and seeing the gorgeous views off the coast!”

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9.90-Minute Ghost Walking Tour in Boothbay Harbor

★★★★★★★★★★4.5 · 16 reviews · 1 hour 30 minutes (approx.) · from $29Best value

Follow an English-speaking guide, such as Lizzie, through Boothbay Harbor at 7 p.m. Hear stories of the Lady of the Dusk, haunted inns, a ghostly tugboat captain, sea serpents, and the famously haunted Opera House. This is a gently paced outdoor walk with no jump scares, though dark streets and uneven ground require care.

“Nice little walk with interesting ghost stories! We very much enjoyed our storyteller as well as the other folks on the tour.”

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10.Boos and Brews Walking Ghost Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 15 reviews · 1 hour 30 minutes (approx.) · from $30

Join Lisa of Mysterious Harbor Tours for a 90-minute walk through Boothbay Harbor’s haunted past. You’ll hear tales of lighthouse keepers, ghostly inns, sea serpents, buried treasure, and a mysterious woman found at sea. The tour ends at Footbridge Brewery, where beer and barbecue are available at your own cost.

“What a great tour! Not everyone is a good story teller but on this tour you will witness a great one! Lisa enthusiastically shares wonderful tales of the supernatural and combines that with an awesome brewery experience - it’s the perfect vacation activity. I really enjoyed this!!! Arrive a bit early and be ready to hear some haunting ghost stories that may keep you up at night as you stay in beautiful Boothbay Harbor.”

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11.Spooks and Spirits Walking Ghost Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 9 reviews · 1 hour 30 minutes (approx.) · from $30

Join Mysterious Harbor Tours for a 90-minute, English-language walk through Boothbay Harbor’s spooky past. Guide Lisa leads you from the wooden footbridge to Neat Whiskey Bar, with tales of lighthouse ghosts, UFOs, poltergeists, pirates, shipwrecks, and a country-music-loving Victorian spirit. The $30 price includes a map, local snack, and 10% off another tour.

“Lisa was a wonderful tour guide! She was flexible and creative with her scheduling, and most importantly had some genuinely creepy and mysterious stories to share. Her stories were a nice blend of historic and personal, which made it even more fun. Highly recommend this activity for a different way to get to know Boothbay Harbor! We also really enjoyed Neat, the whiskey bar/speakeasy that capped off our tour. Great drinks!”

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12.Paranormal Pedal E-Bike Ghost Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 5 reviews · 2 hours 30 minutes (approx.) · from $85

Lisa and Roger lead a small-group e-bike tour through Boothbay Harbor’s spooky side. After bike fitting and practice, you ride to sites tied to murder, UFOs, Bigfoot, pirate treasure, sea serpents, and haunted hotels. The 2.5-hour outing includes an e-bike, helmet, water, and time for photos and local history.

“Our tour guide Lisa shared many stories that have been thoroughly researched about the different areas in Boothbay Harbor having paranormal activity. And what a great way to experience this story telling than on an e-bike. Thank you for sharing your experience with us.”

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13.Boothbay Harbor: Sunset Sail to see the Maine Coastline

★★★★★★★★★★5.0 · 4 reviews · 2 hours · from $59

Join Boothbay Sailing for a two-hour sunset cruise aboard Eastwind, a schooner sized for exploring Boothbay Harbor. Captain Josh and first mate Michael lead the trip in English, with open-deck views of lighthouses, remote islands, working fishermen, lobstermen, and coastal wildlife. Bring a jacket, food, and non-alcoholic drinks.

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14.Morning Catch Walking Foodie Tour of Boothbay Harbor

★★★★★★★★★★5.0 · 2 reviews · from $95

Start at Whale Park with guide Cat and a small group of up to eight. Over two hours, you’ll sample coffee, smoothie, lox, blueberry Danish, scone, and quiche at locally owned shops, cross Boothbay Harbor’s long wooden footbridge, and finish back at the starting point.

“Best morning food tour. Food was amazing and so was the different coffee drinks we tried. I also tried salmon because of Cat. Cat is the reason to take this tour in my humble opinion. We had so much fun eating, drinking and walking arounRead more”

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