Top Maine How to Get Around

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.

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.

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.

Food lovers can explore Portland's historic Old Port independently, but to uncover the best places serving traditional local fare, you really need a guide to lead the way. Taste the best that Portland has to offer on this guided foodie walking tour, complete with stops at up to seven different eateries—and enough tastings to replace a meal. Along the way, your guide offers some stories about Portland's food scene, so you can get familiar with the local culinary stalwarts.

Cruise Camden’s scenic coast aboard the Appledore II, a historic wooden schooner that's a thrilling taste of traditional Maine sailing. You can take the helm, raise the sails, or just find a comfortable spot on deck; an environmentally-friendly alternative to motorized Camden cruises, this sailing tour is a great way to explore the coast with just the sounds of the wind, sails, and sea to keep you company.

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.

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).

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.

Acadia National Park is as big as it is beautiful, making it simple to get lost when going on your own. Instead, choose this self-guided driving audio tour and see the park’s pristine wilderness while hearing about its history from the safety of your own vehicle. Follow a route through the park on an easy-to-download app that gives recommended speed limits and commentary for a unique experience.

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.

One hour walking tour - pirates, sardines, and a captured city - the history of Eastport and how life has changed in Downeast Maine. Leaving from the cruise pier, the tour will cover the downtown area of Eastport, stopping along the way for views of historic buildings, sweeping ocean views, and evidence of industries from long ago. Learn about the different fishing industries that shaped the town. Join this tour of downtown Eastport and learn about what makes this coastal village unique and how it's been important throughout history. The tour will meet and end near the cruise ship terminal making it perfect for those coming to port. We will stop for great views of the waterfront and your local guide will teach you about the way of life in Downeast Maine. This one-hour tour is a great opportunity to learn a little bit about the area and get recommendations from your guide about how to spend the rest of your time!

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.

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.

With this small-group walking tour, you'll go beyond lobsters and lighthouses and get a look at the true Portland, Maine—across 400 years of history. Meander downtown and the Old Port, visiting hidden landmarks and learning about Wabanaki leaders and other people and events left out of the history books. Discover centuries of destruction, revival, underrepresented perspectives, and other elements that mainstream tours gloss over.

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.

Submit yourself to the spooky stories of Bar Harbor on a unique night walking tour that details the coastal city’s ghostly leanings. Led by a local paranormal expert, you’ll stroll the town stopping at haunted landmarks such as Agamont Park, Bar Harbor Inn, Criterion Theater, Bar Harbor Club, and along Main Street, hearing ghost stories, history, and other lore that brings the city to life.

If you’re planning to explore Acadia National Park but would like to do so on your own time without a group holding you back, this Acadia National Park e-bike Rental is the perfect solution. This e-bike rental gives you an e-bike and all the equipment you need for a day roaming the park’s carriage roads, as well as Park Loop Road. Plus, with an e-bike, you decide when to be active.

Ditch the standard sightseeing itinerary and indulge in stories of the strange, supernatural, and macabre during this evening walking tour through Portland’s historic Old Port district. Listen to ghost stories from your guide as you take in the picturesque waterfront and historic waterfront, including mysterious apparitions and a sea serpent named Cassie.

Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding settlement to a renowned summer destination. As you stroll through Dock Square and the picturesque streets, experience the fascinating stories behind the town's bustling shipyards, the people who lived here, and the rise of present day Kennebunkport. Perfect for history enthusiasts and curious travelers alike, this tour provides an insider’s perspective on the cultural heritage of Kennebunkport. - Walk through the scenic streets of Kennebunkport and hear captivating tales - Learn about the town's transformation from shipbuilding to a tourist haven - Ideal for history buffs, families, and those seeking local insights - Tours available from May to October, offering a unique view of the town's past

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.

Discover the stunning coastal vistas and wooded landscapes of Acadia National Park on a 4-hour guided e-bike tour. Traverse both paved (Park Loop Rd) and unpaved (Carriage Road) areas as you explore iconic spots like Sand Beach and Thunder Hole and the Jordan Pond House, with additional stops at scenic overlooks along the way. This small-group experience, (8 people max) , ensures a personalized adventure filled with engaging insights from your knowledgeable guide. Ideal for those looking for an active yet relaxed way to experience the natural beauty and cultural history of Acadia. - Duration: 4 hours of immersive exploration in Acadia National Park - Limited group sizes for a personalized experience (max 8 people) - Ride quality Class 1 e-bikes with up to 70 miles of range - Includes bike orientation, and guided stops at key locations - Helmet and rear rack bag included. - Please note: Paved portions of this tour will require riding in some traffic (mainly on a 2-lane one-way road)

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.