The unmissables
Most booked
Bar Harbor & Acadia: Cadillac Mountain, Thunder Hole Bus Tour★ 4.72 (2,041) · 2h 30m
Top rated
Portland Maine: 3 Lighthouses & City Tour with Local Guide★ 4.96 (1,665) · 1h 45m
Best value
Portland Maine: Trolley Tour & Portland Head Light★ 4.77 (1,278) · 1h 45m
Recommended (7)
Portland Maine: 3 Lighthouses & Coastal Tour with History★ 4.90 (1,010) · 2hUS$ 79View ›
Vintage Fire Truck Tour Portland Maine: 50-Minute Sightseeing★ 4.81 (962) · 50mUS$ 45View ›
Portland Harbor Cruise: 4 Lighthouses & Civil War Fort★ 4.80 (806) · 1h 45mUS$ 61View ›
Bar Harbor: Acadia Bus Tour with Cadillac Mountain & Jordan Pond★ 4.83 (747) · 4hUS$ 99View ›
Portland Maine: Hidden Histories Walking Tour with Local Guide★ 4.98 (626) · 2hUS$ 54View ›
Acadia: Ebike Carriage Roads Tour with Small Group & Local Guide★ 4.94 (544) · 4h 30mUS$ 190View ›
Portland Old Port Walking Tour & Local History Stories★ 4.86 (518) · 2hUS$ 49View ›Top rated (10)
Acadia: Private Day Tour & Hike with Gourmet PicnicYou’ll walk Acadia’s iconic trails with a local guide, hear waves crash at Thunder Hole, try fresh popovers by Jordan Pond, and share a gourmet picnic lunch outdoors. Expect quiet moments above glassy lakes and views from Cadillac Mountain—plus plenty of small surprises along the way.
Portland, Maine: Black History Walking Tour & StoriesYou’ll walk Portland’s oldest streets with Dugan, hearing stories of Black Mainers who shaped the city’s soul—from secret signals in barbershops to bold choices on the waterfront. Expect laughter, pauses for thought, and moments when history feels suddenly close. It’s not just facts—it’s voices you can almost hear under your feet.
Acadia: Private Tour Park Loop, Cadillac Mountain & Pick UpYou’ll ride through Acadia’s forests and along its wild coastline with a local guide who knows every turn—stopping at Cadillac Mountain’s summit, hearing waves crash at Thunder Hole, feeling cool sand at Sand Beach. Expect plenty of time to wander or just breathe in pine air before heading back to Bar Harbor.
Acadia: Private Park Loop, Cadillac Summit & Lobster LunchYou’ll ride Acadia’s famous Park Loop Road with a local guide, take in sweeping views from Cadillac Mountain’s summit, feel sea spray at Thunder Hole, and finish with lunch at an authentic lobster pound overlooking Great Harbor. Expect honest stories, salty air, and plenty of time to pause wherever curiosity pulls you.
Bar Harbor: Cadillac Mountain & Somes Sound Private TourYou get Cadillac Mountain's summit views, Jordan Pond, Rockefeller's carriage roads, Thunder Hole, and Somes Sound—Maine's only Atlantic fjord—all in one four-hour private tour with a local guide who customizes stops to your pace. Park entrance and Cadillac reservation are handled in advance, so you arrive and go.Is it for me?Book this if you want to see Acadia's main highlights—Cadillac Mountain, Jordan Pond, Thunder Hole, and Somes Sound—without arranging park passes, reservations, or parking yourself, and with the flexibility to linger or move on depending on what catches your attention.
Schooner Surprise Day Sails Camden Maine Historic WindjammerDay sails and sunset tours on Schooner Surprise depart from Camden, Maine, carrying a maximum of 18 passengers on a historic windjammer. You sail past Curtis Island Lighthouse, across Penobscot Bay, and along the rocky coast while the crew points out wildlife, local landmarks and the history of the area. Options include daytime sails, live music sails, sunset sails, full moon sails and eco-tours with an ornithologist, running daily from mid-May through mid-October. The crew invites you to help haul sails and steer, or to sit back with binoculars and blankets provided.Is it for me?Spend your afternoon or evening aboard Camden's only historic working schooner, where you can haul sails with the crew or simply settle in with wine and views of the Camden Hills.
Acadia: Small Group Hiking Tour & Picnic Lunch with WildlifeYou’ll walk Acadia’s coastal trails with a small group, hear stories from your guide, watch for eagles and seals, and share a picnic lunch by Jordan Pond (don’t skip the popover). Expect salt air, laughter, and quiet moments that stay with you long after you’ve left Maine’s wild coast behind.
Portland Lighthouses: 3-Hour Bike Tour with 4 StopsYou ride 3 hours on a dedicated pathway, stopping at four working lighthouses, with your bike provided and lunch sourced from a local vendor. The final stop is Portland Head Light, the iconic 1791 structure in Cape Elizabeth. You're back by early afternoon.Is it for me?A good fit if you want to see multiple lighthouses without driving between them and have moderate cycling fitness. The 3-hour pace means you're moving steadily, which is what lets you fit four stops into one morning.
Kennebunkport Walking History Tour: 200+ YearsA two-hour walking history tour of Kennebunkport's Historical District, led by a live guide in English, takes you through the neighborhoods of the town's earliest residents. The route stays in the quieter areas away from the Lower Village, and all surfaces are wheelchair accessible. Gratuity to the guide is your choice at the end.Is it for me?If you're staying in Kennebunkport and want to understand the town's roots without arranging transportation or research yourself, a guided walk through the actual neighborhoods where the first residents lived gives you the story and the place at once.
Camden Maine: Windjammer Sunset Sail on Appledore IIYou board at Bayview Landing, help raise the sails on a traditional wooden ship, and sail into Penobscot Bay past Curtis Island Light. Watch for wildlife along the rugged coastline, take a turn at the wheel, and toast the sunset over Mount Battie with a drink in hand. The whole experience runs about two hours, with the ship's small passenger limit keeping the deck comfortable and the view uncluttered.Is it for me?A good fit if you want to experience traditional sailing without the logistics of owning or chartering a boat — the small passenger limit and the crew's knowledge of the harbor and wildlife make it feel less like a tour and more like being invited aboard. Plan for two hours on the water, which is what lets you sail far enough to see the mountains and still catch the full sunset.
Lowest price (10)
Portland Old Port Ghost Walking Tour: 2-Hour Haunted HistoryA 2-hour guided walking tour through Portland's Old Port explores haunted history tied to the waterfront's seafaring past, with a live guide leading small groups through sites of reported apparitions, psychic phenomena, and local maritime legends. The tour is wheelchair accessible and suitable for all fitness levels, with public transportation nearby.Is it for me?Book this tour if you have a free evening in Portland and want to explore the Old Port's darker history with a guide who knows the stories and the sites. The small-group format and live narration work well for a first-time visitor curious about local legends without needing to research them beforehand.
Portland Maine: Ghost Tour & Historic Haunted MansionsYou walk Portland's historic district for 75 minutes with a lantern-carrying guide, stopping at Victoria Mansion, the Fire Museum, the McLellan Mansion, and five other haunted landmarks. You hear stories spanning from the city's first European settlement through the Great Fire of 1866 to present-day paranormal reports. Photos and video of each stop are included, and the guide answers questions at the end.Is it for me?Book this if you want Portland's real history—the fires, the families, the rise and fall—without arranging your own walking route or missing the details; the ghost stories are the hook that keeps you paying attention to the actual buildings and what happened inside them.
Portland Maine: Casco Bay Lighthouse Cruise & Fort ViewsYou’ll feel Maine’s maritime history come alive as you cruise Casco Bay for an hour, passing four lighthouses including Portland Head Light and Fort Gorges. With stories from your local guide and a snack bar on board, you’ll spot seals and seabirds while soaking up salty air and city views—leaving you with more than just photos.
Boothbay Harbor: 2-Hour Schooner Sail & Maine CoastYou board at Boothbay Harbor's historic waterfront and sail for two hours past lighthouses, fishing boats, and remote islands only accessible by water. The schooner's small size and unobstructed deck give you 360-degree views from any seat, and the engine gets you to open water fast so the sails can go up. Bring your own drinks and snacks, use the onboard restroom, and step off the dock back into the village shops and restaurants within walking distance.Is it for me?Book this if you want to see the Maine coast from the water without arranging a private charter or spending half a day on a larger tour boat — two hours is enough to feel like you've sailed, short enough to fit into a day that includes exploring the village.
Schooner Eastwind Sunset Sail: Maine Coastline & LighthousesA two-hour sailing tour aboard the Schooner Eastwind in Boothbay Harbor, Maine, where you watch the coastline unfold from a vessel designed to explore shallow waters and rocky coves. The boat uses an engine to reach the sailing grounds quickly, then relies on sail, and the open deck design means unobstructed views in every direction. Bring your own drinks and snacks; a restroom is on board.Is it for me?The commentary is delivered by crew who have worked this harbor for decades, so the tour works for anyone who wants to understand what they're seeing rather than just pass by it. Infants must sit on an adult's lap, and the boat suits all fitness levels, so families and mixed-ability groups fit comfortably.
Portland Maine: Sunset Sea Kayak Tour Casco BayYou paddle a two-hour route on Casco Bay timed for sunset, with a professional guide steering toward seals, lighthouses, and Fort Gorges depending on conditions and your group's interests. All kayaks, paddles, lifejackets, and a dry bag are included. Expect to be on the water in cooler air than on land, and plan to arrive ten minutes early for check-in.Is it for me?A good fit if you want to see Casco Bay from the water at the moment it looks best, without arranging your own kayak or worrying about navigation — the guide handles the route and timing so the sunset lines up with your paddle back. Expect two hours of steady paddling in cooler air than on land, which is what makes the full tour possible in the time you have.
Casco Bay Morning Windjammer Sail: Historic Maine SchoonerA two-hour morning sail on Casco Bay in Portland aboard one of Maine's historic wooden schooners, with views of Fort Gorges, Bug Light Park, and the Portland waterfront. The crew answers questions about the harbor and its sights as you move through the bay; life jackets are provided for all ages. Bring your own food and drink to enjoy while sailing.Is it for me?The schooner departs from Portland's waterfront, so no car is needed if you're staying downtown or can reach the wharves by public transit. The two-hour morning window fits easily into a day of exploring the city, leaving your afternoon free.
Portland Maine: Lighthouse Cruise & Casco Bay with WineYou board Ruth at the Portland waterfront and spend ninety minutes drifting past five lighthouses, Fort Gorges, and the working islands of Casco Bay while seals and seabirds move around you. Bring your own picnic and wine. The boat does the work; you just sit there and let the 1935 wooden hull carry you through water that's been doing this since before the lighthouses were built.Is it for me?Right for families and groups who want to see Maine's lighthouses without a guided narrative — just a slow boat, salt water, and time to talk or sit quiet. The ninety minutes is short enough for restless kids but long enough to actually feel like you've left the city.
Windjammer Sailing Camden Maine: Appledore II Day SailA 2-hour day sail aboard the Appledore II, a 49-passenger windjammer schooner departing from Bayview Landing in Camden, Maine. You help raise the sails and steer the ship while the crew shares the vessel's history—she sails between Camden and Key West twice yearly on a 2,000-mile journey. The sail passes Curtis Island Light (built 1836), uninhabited islands, and the Camden Hills dropping into the sea, with chances to spot seals, porpoises, eagles and whales. Cocktails, beer, wine and soft drinks are available for purchase; gratuity is optional.Is it for me?Book this sail if you want to be part of the ship's work rather than a passenger watching from a chair—the crew actively involves you in raising sails and steering, and the small passenger count (49 maximum) means you're not lost in a crowd.
Afternoon Windjammer Cruise: Casco Bay Sailing in PortlandAn afternoon windjammer sail on Casco Bay in Portland, Maine, where you board a historic wooden schooner and spend two hours under sail past lighthouses, seals, and seabirds. The crew is there to answer questions about what you're seeing, but this is not a narrated tour—you set the pace by how much you want to engage. Life jackets are provided; you bring your own food and drink.Is it for me?You're sailing an actual historic schooner through Casco Bay's lighthouses and seals—the crew answers questions, but the experience centers on the vessel, water, and coastline.
