Top Maine Cultural Tours - page 2

Discover the vibrant history of Portland’s Old Port on this engaging walking tour. Wander through cobblestone alleys and merchant blocks rich with stories of sailors, reformers, and immigrants. Learn about the Portland Freedom Trail, which honors the city’s fight for freedom and civil rights. The tour showcases the Old Port’s architectural charm and its transformation from a bustling shipping hub to a cultural center. Experience the tales of resilience embedded in its streets, from the Great Fire of 1866 to the revitalization efforts of the 1970s. Join fellow history enthusiasts for a memorable journey through Portland’s past and present. — Explore the historic Old Port district, a cultural and commercial hub — Walk along the Portland Freedom Trail, learning about civil rights — Discover stories of resilience, fire, and maritime life — Ideal for history lovers and those curious about Portland's heritage

Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.

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

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your group, your pace, and a relaxed day along Maine’s scenic shoreline. Visit historic York’s colonial landmarks, walk through the Old Burying Ground, and enjoy views from John Hancock Wharf before stopping at Cape Neddick Light, one of New England’s most photographed lighthouses. Continue to Ogunquit for time at Perkins Cove, with the option for a short scenic stroll along the Marginal Way overlooking the Atlantic. In Kennebunkport, enjoy unhurried time in Dock Square to browse shops, walk the harbor, and dine at a local restaurant of your choice. A scenic stop at The Colony Hotel adds classic New England charm and sweeping coastal views. Because this tour is private, the experience remains flexible and comfortable, allowing you to explore at your own pace and focus on the scenery and stories that interest you most.

Experience the stunning beauty of Acadia National Park with our immersive audio tour! Explore rocky coastlines, lush forests, and serene lakes while our guides share captivating stories and interesting facts about the park's history, wildlife, and unique geology. Discover the charm of iconic spots like Cadillac Mountain, Jordan Pond, and Sand Beach. Perfect for families, nature lovers, and adventurers, our audio tour lets you explore at your own pace, making your visit both educational and enjoyable. Simply download, plug in your headphones, and set off on an unforgettable journey through the breathtaking landscapes of Acadia National Park! *Download the Shaka Guide app to access the purchased tours*

See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.

Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Unlike large group bus tours, this experience is designed to be personal, flexible, and immersive. You’ll walk the streets of Salem with a knowledgeable guide who doesn’t just point out landmarks but brings their stories vividly to life—from the haunting legacy of the Witch Trials to the maritime wealth that built the city, and the literary genius of Nathaniel Hawthorne. What makes this tour unique is the balance of history and atmosphere: you’ll explore centuries-old cemeteries and mansions, admire harbor views and gardens, and even encounter touches of pop culture like the Bewitched statue. With small groups and a customizable pace, you’ll have the freedom to linger where your interests lie most—whether it’s taking photos, diving deeper into Salem’s legends, or enjoying a quiet moment in a hidden garden. This isn’t just sightseeing—it’s a chance to experience Salem’s past and present through stories, scenery, and atmosphere in a way that big tours can’t match.

Discover Acadia National Park at your own pace on a self-guided driving tour departing from Hulls Cove Visitor Center. Using GPS, engaging stories about each location play as you drive and even offer practical advice, such as where to park. Uncover hidden gems you may otherwise miss and pause whenever you want.

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

Join us for an exciting **Private Coastal Tour from Portland to Camden**, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritage. In Wiscasset, stroll through “The Most Beautiful Village in Maine” and visit the world-famous Red’s Eats lobster stand. In Rockland, enjoy a walk to the lighthouse and explore its maritime charm. In Camden, wander the charming streets, enjoy lunch, and see a unique waterfall flowing through town. The highlight of the tour is **Camden Hills State Park**, where you’ll take in the most breathtaking views of Midcoast Maine from the summit of Mount Battie. We'll finish with a brief stop at the Maine State Capitol, designed by the same architect as the U.S. Capitol, offering a fascinating glimpse of Maine’s history. This fun and adventurous tour is perfect for exploring Maine’s hidden gems. Book now to experience the best of the coast!

Discover the captivating history of Bar Harbor, Maine, once the summer playground of America’s elite. This self-guided walking tour unveils the rise and fall of this glamorous resort town, where the Vanderbilts and Rockefellers built grand estates along the rugged coastline. With GPS-triggered narration, stroll from Agamont Park to the iconic Bar Island Land Bridge, exploring historic sites, stunning architecture, and hidden stories shaped by both opulence and tragedy. - Self-guided audio tour with GPS navigation for flexibility - Duration of approximately 60–120 minutes—explore at your own pace - Visit landmarks like the Bar Harbor Inn and La Rochelle Mansion - No internet needed; download and go offline for convenience

Join us on a 3 hour trip around the area of Eastport Maine. Adventure the Bold Coast in style in our refurbished passenger van. Catch a glimpse of the Old Sow whirlpool, explore the ruins of an early American fort and see how this part of Maine still operate in a slower way. From tall pine trees to sweeping coastal views, this three hour tour will allow you to get off the beaten path to experience a real Maine adventure.

Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the cobblestone streets of Old Port and downtown. Learn about the city’s long, embattled history as you pass the myriad of shops, bars, and eateries which have put it on the map. And discover secrets only locals know! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

A fun and memorable guided walking tour of the delightful Washington Street Federal Historic District neighborhood in the heart of charming Bath, Maine, a 19th century shipping and shipbuilding powerhouse. Learn about the private lives of the millionaire shipbuilders and sea captains who lived there, while admiring their stunning Federal, Greek Revival, Italianate, Queen Anne and Colonial Revival mansions. Leave with insights about Maine and American history, museum quality photos to share, and tips on how to make the most of your visit, from shopping and dining in Bath, to exploring Maine's other coastal communities. This tour, led by a local educator, is sure to be a "hidden gem" highlight of your visit to Maine's coast.

Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich maritime history, enjoy stunning ocean views, and savor local flavors. With a personalized itinerary, this tour offers the flexibility to explore at your own pace, while an expert guide provides insights into each destination. Enjoy a relaxed atmosphere with included snacks, bottled water, and lunch to keep you energized throughout the day. - Private tour lasting approximately 7 to 8 hours - Customizable itinerary to suit your interests - Included lunch, snacks, and bottled water - Pickup from your location in an air-conditioned vehicle

The Paranormal Pedal E-Bike Tour is the perfect way to get up close and personal with Boothbay’s mysterious side and discover why it’s chock full of ghosts, mysterious creatures, and UFOs! Riders enjoy a unique and invigorating experience riding through hilly, pine-scented forests along the coastline with spectacular views of the outer harbor’s haunted islands and lighthouses, lobster boats and super yachts. We’ll ride around Pirate’s Cove and through a forested log cabin village, along the trail of the Wawenock tribe. A haunting highlight includes a visit inside the iconic Spruce Point Inn, host to more than its fair share of ghosts. Your entertaining guide has a collection of the most interesting and goosebump-inducing supernatural stories to share along our journey that will make you think twice about how much we really understand about the world around us.

This isn’t just another sightseeing trip—it’s a curated journey through Maine’s most iconic landmarks and hidden gems, woven together into one unforgettable day. From the elegance of Portland Head Light, the nation’s most photographed lighthouse, to the playful charm of Eartha, the world’s largest rotating globe, every stop reveals a different facet of Maine’s character. Guests walk a historic suspension bridge built by the engineers of the Brooklyn Bridge, explore the state’s proud maritime heritage in Bath, and visit the legendary L.L. Bean flagship store in Freeport. What sets this tour apart is the balance of scenery, history, and culture: stunning coastal views, hands-on heritage at museums and memorials, and Maine icons you won’t find grouped together anywhere else. And because it’s a shorter itinerary, it’s the perfect choice for cruise ship passengers or travelers with limited time who still want a rich, memorable Maine experience.

This walk through Boothbay Harbor's snickleways is a wonderous combination of our town's hidden history, local lore, and unsolved mysteries that will leave you ruminating long after the tour has ended. Your entertaining local guide gives you a lay of the land and all the inside scoop on the harbor’s most mysterious unsolved death, Boothbay Harbor’s very own sea serpent, legendary treasure tales surrounding many of the harbor’s islands with a visit to the Boothbay Harbor Shipyard Museum where tall masted ships have been built for almost 200 years.

Go beyond the sights of Portland, Maine and take a day trip to Salem, Massachusetts. The town of Salem is known for its famous witch trials that took place in 1692. Learn about the history of Salem on a guided tour through the town and see several landmarks including the Salem Witch Museum, the memorial, and Phillips House. On your way to Salem, stop in Kennebunkport to explore the historic village.