Large Group Private Wooden Boat Sightseeing & Lighthouse Charter
100% Private Charter for Groups up to 15 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience on Casco Bay. Unlike crowded public cruises, your gro…
6 Hours Private Lighthouses and Kennebunkport Tour in Portland
All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portla…
Sail Portland Maine's Lighthouse Cruise
Escape the crowds and embrace adventure with a cruise aboard our classic motor yacht, the Calista Ann! Whether you're a seasoned sailor or a first-timer, our Coast Guard certified professional captains will ensure an unf…
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's Desire, a 101 year old schooner, designed by famed yac…
2 Hour Private Morning Charter on Heart's Desire in Casco Bay
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desir…
Camden, Rockland, Pemaquid, and Belfast Private Tour
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. I…
Castles of Cape Anne, Massachusetts - Private Day Tour
Experience the beauty and history of Ipswich and Cape Ann on this private tour. Wander Castle Hill’s grand estate, explore Ipswich’s heritage, and enjoy Gloucester’s seaside character. When available, Hammond Castle offe…
New Hampshire White Mountains Day Tour
Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and hidden natural wonders. Unlike larger, rushed…
Kennebunkport, York and Portsmouth NH Private Tour
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…
Boothbay, Freeport and Maine Botanical Gardens Private Day Tour
Experience the beauty of Maine’s central coast on a fully private, all-day tour designed just for you. Unlike crowded bus tours, our small-group experience offers personalized attention, comfort, and flexibility. Travel …
Private Day Tour of Salem MA, from Portland ME
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…
The Maine Experience: Coast, Culture & History
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 mos…
Experience Portland's Waterfront Public Scenic Powerboat Cruise
Experience the stunning beauty of Casco Bay on a personalized intimate (up to 6 guests per trip), public 2-hour powerboat cruise. Whether you're looking for a scenic sightseeing tour, an up-close encounter with Maine’s w…
Portland Lighthouse Boat Cruise with Oysters & Prosecco
Set off on a refined culinary adventure through the serene waters of Casco Bay. Your journey begins at Portland Beer Hub, where you’ll gather before being escorted to the waterfront to board your boat. As you glide past …
Maine Whale Watching Tour in Portland
Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling mari…
Seven Portland Lighthouses Tour
As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlig…
Portland Axe Throwing and Two Local Breweries Van Tour
Start your experience with a guided tasting at a top local brewery, where you’ll sample a selection of expertly crafted beers. Then, gear up for an adrenaline rush as you test your skills with an hour of axe-throwing exc…
Portland Working Waterfront Walking Tour with Seafood
Dive straight into Portland’s working waterfront—where the smell of the sea, the bustle of the wharves, and a warm bowl of classic New England clam chowder set the tone for an unforgettable walk through the city’s past. …
Sunset Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrate…
Guardians of the Harbor
Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history and scenic beauty, disembarking at each location. First, visit Bug Light Park and th…
Portland Walking Tour Craft Beverages, Local Lore and Donuts
Experience Portland’s newest tasting tour from the creators of the city’s original donut walk, featured in the Boston Globe. Get a taste of the city's sweet side during this guided afternoon walking tour featuring artisa…
Sunset Lighthouse Cruise Along Casco Bay
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. Brin…
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrat…
Afternoon Lighthouse Cruise Along the Coast of Portland Maine
Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through t…
Casco Bay Morning Windjammer Sail
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This…
Morning Lighthouse Cruise Along the Coast of Portland Maine
Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through …
Sunset Lighthouse Cruise Tour from Casco Bay
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes and city lights on this fully narrated tour of Casco…
Mobsters and Lobsters -True Crime in Portland's Old Port
Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. From ruthless mobsters and b…
Scenic Sebago Lake Historical Tour by Kayak
Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour will begin with a safety briefing and lesson covering the fundamentals of recreational kayaking. Usi…
Coastal Flow A Maine Yoga Experience
This is more than just a yoga class, it’s a sensory coastal experience. Set against the backdrop of Casco Bay, you’ll move through an all-levels flow while breathing in salt air, feeling the ocean breeze on your skin, an…
Portland Head Light and Fort Williams Walking Tour
Discover the rich history of Fort Williams park, Portland Headlight and Casco Bay on this captivating guided walk. Designed for both history lovers and casual explorers, this tour offers an immersive journey from the maj…
Walk With Ghosts in Portland
The most immersive way to see Historic Portland is on foot. Our 1 hour 15 minute walking tour takes you down the cobblestone pathways of our historic city in search of spirits that linger from times long past. Our knowl…
2-Hour Portland Old Port Ghost Walking Tour
Step back in time to the bustling 18th Century port, where shipbuilding, trade, and whispers of strange occurrences at sea filled the air. Known for its picturesque waterfront, historic architecture, and vibrant arts sce…