Top Maine Tours, Sightseeing & Cruises

Relax and unwind at sunset on this guided cruise of Casco Bay, Maine. Set off from the city of Portland and listen as your guide narrates your journey, sharing interesting facts and history about the area as you pass lighthouses and former military forts. It’s an ideal way to end a busy sightseeing day or begin a romantic evening.

Get more out of your time in Portland with this two-for-one adventure: a city trolley tour and lighthouse visit. You'll start with a narrated trolley journey, witnessing the most beloved sights of the Portland peninsula. After catching the Portland Observatory, the Wadsworth-Longfellow House, and more, you’ll then visit the city’s most famous landmark: Portland Head Light, Maine’s oldest—and most photographed—lighthouse.

Experience the beauty of Casco Bay and set sail from Portland, Maine for an unforgettable sunset cruise. Bring your own snacks and drinks, kick back, and relax as your captain sails towards incredible views. Feel free to ask your captain and crew questions about the scenery, and remember to keep your eyes peeled for seals and seabirds.

Half maritime adventure, half sightseeing exploration, the best way to catch Portland’s history is from the water. Gliding along Diamond Pass, you’ll catch views of Civil War–era forts, historic lighthouses, and likely some lobster boats bobbing in the breeze. Perfect for all ages, you’ll get to know the city and its maritime heritage, all while taking in its most scenic side.

Discover the highlights of Bar Harbor and Acadia National Park on this small-group half-day tour. Enjoy convenient pickup from your Bar Harbor hotel, and stops at Sieur de Monts Spring, Thunder Hole, Cadillac Mountain, and more, with a local guide to provide live commentary. Includes a live lobster demonstration at Bar Harbor Lobster Pound and a tasty lobster roll. Note that the NPS Non-US Resident Park Entrance Fee is not included.

Take a deep dive into Bar Harbor, Acadia National Park, and Mt. Desert Island on this half-day bus tour. Since your transportation is provided, you can focus on the scenery and taking in the insightful narrative instead of driving and directions. Make three stops within the town of Bar Harbor and the National Park to witness firsthand the views and wildlife that make this island so special. Stops include Cadillac Mountain, Sieur de Monts Spring, and Thunder Hole.

Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and take in the historic forts that dot the landscape. Bring your favorite wine or beer and a delicious meal, and unwind as we cruise through the serene waters of Casco Bay. Journey aboard Ruth—a charming 39-foot classic picnic-style tour boat crafted in 1935 at Handy Boat in Falmouth, Maine. Don't miss out on this unique sunset experience!

Step back in time and immerse yourself in Maine's maritime heritage on a sailing trip onboard the only historic day sailing schooner out of Camden. Soak up views of Maine's lighthouse-dotted coastline while the crew points out wildlife, tells you the history of the area, and shows you local landmarks. Get hands on by learning to haul sails or just relax with a bottle of wine and a picnic (byob).

Explore the heart of Portland and head out to see some of the area's hidden gems and less-visited spots with this guided sightseeing tour. Your guide, a born-and-raised Portlander who works as a college librarian by day, shows you off-the-beaten-path locations and shares with you all sorts of local lore along the way.

Board your boat, the Elizabeth Grace, near the Portland ferry terminal and cruise around Portland Harbor at sunset, when Casco Bay and the coast of southern Maine are the most romantic. See lighthouses, historic forts, and stray groups of swimming seals and enjoy local craft beer from the boat. As the sun sets, turn toward Portland to see the town light up before returning to harbor.

See Portland’s iconic lighthouses from the water for views you can’t experience from shore. This intimate harbor cruise showcases Casco Bay’s coastal scenery, historic forts, islands, and working waterfront while your captain shares local insights along the way. Relax with a drink as you enjoy a memorable perspective on Maine’s rugged coastline.

Visit Portland’s scenic coast, historic sites and most vibrant neighborhoods with a sightseeing and shopping tour on a classic fire engine. Get great views of picture-perfect lighthouses and architecture from high up on the engine, and listen to live narration as you tour the city. Learn about Portland’s maritime past as you explore cobblestone streets with enjoy plenty of time to browse souvenir shops and sample the area’s most distinctive foods. Finish your tour in the heart of downtown, near historic wharves, restaurants and boutiques.

Experience the scenic coastline of Casco Bay in Portland, aboard a traditional Maine windjammer. Sail past lighthouses, rocky islands, and wildlife while enjoying the peaceful pace of a classic schooner cruise. Bring your own picnic and drinks to enjoy on board as you take in the views. Suitable for all ages, this relaxing sailing experience offers an authentic way to discover the beauty of the coast.

Experience Portland's rich history from its most impressive vantage point: the water. Adventuring along Diamond Pass, you'll glimpse a Civil War–era fort, old-school lobster boats, and all the lighthouses Portland is so famous for, including Portland Head Light, Maine’s oldest. Suitable for all ages, this excursion is both a dive into Portland's past and a sightseeing adventure, a two-fer that’s leisurely, scenic, and fun.

Known for its rocky coastlines, wealth of wildlife, and evergreen forests, Acadia National Park promises dramatic scenery—and this fully narrated driving tour makes for an easy way to discover it. Set off from Bar Harbor in a luxury Berkshire minibus, and discover highlights like Cadillac Mountain (the highest point on the East Coast), Thunder Hole (where ocean waves roar), Sieur De Mont's Spring, Jordan Pond, and much more.

Explore the stunning carriage roads of Acadia National Park with MDI e-Bikes! Conveniently located at the Hulls Cove Visitor Center, you can set your own pace on this self-guided adventure. Enjoy the comfort of premium Specialized e-Bikes equipped with extended range batteries. The Specialized Turbo Como 4.0 IGH e-Bikes are the highest quality e-Bikes available for rent with a retail cost of $5,500. Each rental includes an e-Bike tutorial, helmet, lock, rear fender storage bag and map. These e-bikes are Class 1 Acadia National Park compliant. - Free Dropoff and Pickup - Start your day at 8:30 AM with a quick tutorial and bike setup - Experience the majestic Carriage Roads of Acadia National Park - Ride smooth, powerful Specialized Turbo Como 4.0 IGH e-Bikes with a reliable carbon belt drive and extended range battery - Must be at least 18 years old to ride

Visitors to Portland can easily miss some of Maine's most stunning sights, since you really need a car to explore the scenic coastline. Avoid the headache of arranging your own transportation or renting a car on this small-group guided tour of Portland's must-see sights. Stop in downtown Portland and visit three lighthouses, including Portland Head Light—an historic lighthouse perched on the rocky coast.

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in Boothbay Harbor for almost 50 years, have a strong local following, and have been featured in national, best-selling publications. We have the best sailing vessel for exploring Boothbay Harbor. We use an onboard engine to get us to the sailing grounds quickly. The size of our vessel is perfect for exploring all the areas of our rocky harbor to see life along the Maine coast. There are no obstructions on our deck other than the masts, so you always have a full 360-degree view from every seating position.

Gain an insight into the history and early residents of Kennebunkport on this guided walking tour with a small group of just nine travelers. Escape the crowds of the Lower Village and follow your guide around the Historic District. Admire the houses where the first residents lived, with the possibility of entering some historic homes.

Enjoy a one-of-a-kind perspective on Maine’s picture-perfect sunsets on this early-evening sailing tour. Departing from the scenic Camden Harbor, travel aboard a large, elegant windjammer that was built according to traditional methods. Sail past Curtis Island Light, admire Mt. Battie, and take in the ruggedly beautiful coastal scenery. En route, spot wildlife, enjoy drinks on board (available for purchase), and toast to the sunset.

Avoid the tourist traps and taste Portland, Maine's best donuts on a small-group walking tour. Follow your guide around the Old Port and sample several hand-picked donuts at award-winning bakeries with coffee or water included. Walk a scenic loop while hearing stories of Portland’s history and the invention of the donut. This tour offers a flavorful mix of food and local tales, perfect for food lovers and families alike.

Strange tales from haunted homes and hotels abound as does mysterious maritime history. The supernatural stories of this community feature roaming spirits, Spiritualist seances, and a poltergeist. You'll also see the supernatural side of celebrities who summered in the Kennebunks, including Booth Tarkington and Margaret Deland, and fathom the seafaring yarns of haunted lighthouses, dire premonitions, ghost ships, and sea serpents.

Embark on a boat to a private island historic fort that’s only accessible with this tour. Leave from Portland and for a boat ride on Casco Bay, landing at the privately owned Fort Scammel on House Island. There, explore the architecture and preserved ruins of the stone fort—the only fort in the Portland harbor to see battle. Discover underground passages and learn the history of this previously inaccessible site.