Private Portland to Acadia & Bar Harbor Experience
Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel each way. Scenic and photo stops break up the drive, but the mai…
Private White Mountains Tour with Mount Washington Cog Railway
Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic rail travel, charming villages…
Private Portland to Cape Ann, MA Castles & Coast
Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand seaside estates, medieval-style architecture, colon…
Private Portland to Camden & Midcoast Lighthouse Experience
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 heritag…
Private Portland Head Light & Midcoast Explorer
Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Portland Head Light, one of the most photographed light…
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…
Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse
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 shorelin…
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…
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats often unloading their catch and visit Old P…
Taste of Portland Food Tour
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 c…
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating. They a…
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 Explorer | Maine History, Culture, & 3 Lighthouses Tour
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lighthouses. Explore three iconic beacons that have guided sailors for centuries, each offering a chance to delve into their …
Around The Peninsula Bike Tour
Discover the rich history and stunning architecture of the City of Portland . Only 3.5 miles long and 3/4 miles wide, the Portland peninsula is packed full of food, history, and culture. This 2.5-hour tour will show you …
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks
Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, hi…
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. …
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 Food Tour – Warm Donuts, History & Hidden Gems
Portland, Maine is known for its culinary scene, including amazing donuts. With this tour, you'll get to sample from the city's best donut shops, while also learning of Maine's connection to the invention of the donut an…
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, Maine.…
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…
Sunset Sea Kayak Tour on Casco Bay
The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enou…
Harbor Lights and Sights Cruise
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.…
Discover Portland City and Lighthouse Tour
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minut…
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…
Portland, Maine: Black History Guided Walking Tour
Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s earliest settlements couldn’t have existed without Black labo…
Portland, Maine: Hidden Histories Guided Walking Tour
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with extraordinary, exciting, and surprising…
Portland Pedicab Taxi Reserve
It is the only regularly operating pedicab in Portland. Portland Pedicab creates the feeling of joy for all by allowing passengers to spend the time viewing Portlands scenery while heading to their destination. This is a…
Folklore and Fishy Tales Portland Outdoor Escape Game
Uncover the mysteries of Portland’s history with an innovative outdoor escape game that weaves together facts, folklore, and fishy tales. Venture through the city’s historic landmarks as you solve puzzles connected to Po…
A Walk Through Time Tour in Portland
Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? Join us for a Walk Through Time! This tour begins on Commercial Street and continues for 2 hours through the historic Ol…
Vintage Fire Truck Sightseeing Tour of Portland Maine
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage Fire Engine and travel back in time as your knowledgeable guide helps relive Portland’s colorful history from a local’s…
Port City Lights Cruise
A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view o…
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…
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
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…
Ultimate Portland Self-Guided Driving GPS Audio Tour
Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by t…
Amazing Scavenger Hunt: The Maine Event
Step into the world of Let’s Roam, the undisputed champion of app-led scavenger hunts! Imagine strolling through city streets, hunting down top landmarks and uncovering secret gems, all while tackling brain-teasing trivi…
Portland Maine Self-Guided Walking Audio Tour
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…
Self-Guided Audio Tour of Portland’s Historic Old Port District
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…
Portland Underground Railroad Self Guided Audio Walking Tour
On this walking tour, we’ll explore the city’s significant role in the Underground Railroad and the individuals who helped shape its fight for freedom. The tour is self guided on our walking tour app. It's hands free, pl…
Audio Guided Walking Tour from Old Port of Portland, Maine
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 mus…