Top Maine Art & Culture

Dive straight into Portland’s working waterfront—where the smell of the sea, and the bustle of the wharves, set the tone for an unforgettable walk through the city’s past. This immersive experience blends local history with maritime culture, offering a deeper look at how Portland grew from a rugged seaport into one of New England’s most vibrant coastal cities. As you stroll the cobblestone streets and working wharfs, your guide will share tales of shipbuilders, merchants, fires, and fishermen who shaped Portland’s story.

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.

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.

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.

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.

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.

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

Learn about Portland's history with this walking tour, which will take you through the Old Port, downtown, and waterfront areas. You'll see all sorts of historic attractions, including the home of Hendry Wadsworth-Longfellow, the Eastern Cemetery, and the Abyssinian Church, all with a professional guide on hand to share stories about the city's past.

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.

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.

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.

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.

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.

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.

(For guests 16 and older) Planning your first day in the Kennebunks? As you cruise along this 10- to 12-mile loop, you'll stop to visit all the can't-miss scenic and historic sites in town — and a few lesser-known gems, as well. Your local guide will entertain you with larger-than-life tales and fascinating historical facts while allowing plenty of time to snap photos and absorb the breathtaking coastal Maine vistas. From start to finish, this tour is pure, effortless joy aboard our well-maintained class 2 e-bikes. Four pedal assist options tailor the experience to your physical ability level, with an optional throttle for those moments when you would rather not pedal at all. If you've never ridden an e-bike before, no worries. Your patient and personable guide will demonstrate everything you need to know before the tour begins and will continue to check in on you throughout the experience. The vibe on this tour is relaxed, informative, and, most of all, fun!

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.

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.

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.

Join us on a small group tour of scenic Bar Harbor, ME. The tour will start at the Village Green Park in the center of downtown. We will cover much of the downtown area, highlighting some of the most notable residents and what life was like long ago. Starting with the long history of Wabanaki summer stays, talk about early English settlements, and explore how the Hudson School of Art brought Bar Harbor to the attention of many. The tour typically last between 1 - 1.5 hours depending on the participation of you! Most of our tours are between 2-4 people, giving you a personalized experience you will not get anywhere else! Learn about the real Maine beyond the island and what it's like to live in this unique part of the world. In case of inclement weather, we will reach out 24hrs prior if the tour will be cancelled or changed. In the case that we decide to not run the tour, full refunds will be issued.

Explore the stunning coastline of Maine on a private lobstering & scenic cruise. This unique experience allows you to participate in the tradition of lobster fishing while enjoying the beautiful sights of Saco Bay. With a maximum of six guests, the tour is perfect for families and friends looking to create lasting memories together. Get up close to iconic landmarks like the Wood Island Lighthouse and the Saco River. Your knowledgeable crew will guide you through the process, ensuring a fun and educational adventure on the water. - Private charter for up to 6 guests, ensuring a personalized experience - Choose your vessel: options available for 27' or 31' charters - Options available for daytime or sunset - Enjoy a 1.5-hour lobstering experience with expert crew guidance - Discover the scenic beauty of Saco Bay - Suitable for all ages, perfect for outings with family/friends - Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability

Maine is known for its seafood, and with this tour, you'll get to learn all about the industry, with the chance to sample some local delicacies along the way. You'll take a walk along the waterfront where lobster boats dock to unload their catches before heading out to a lunch of lobster rolls served with clam or seafood chowder and craft beer or soda pop.

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.

This tour balances great food, stories, and a relaxed, local feel. Rather than rushing between stops or focusing only on tastings, this experience is designed to give you a genuine sense of Portland, how the food scene connects to the city’s history, and the people behind each kitchen. You’ll visit a mix of hidden gems and locally loved spots, from bold Colombian food to a cozy European bistro to classic Maine seafood, all thoughtfully paired to show the range of what Portland does best. With a small group size and a knowledgeable local guide, the experience feels personal, unhurried, and engaging, more like exploring the city with a well connected friend than following a script.