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. Get an insider’s look at the current happenings and rich history of my hometown. We’ll go where other tours go, and then I'll take you places other tours don't - you'll see hidde…
★★★★★★★★★★5.0(1,719)Rated 5.0 out of 5 from 1719 reviews1 h 45 minFree cancellation
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 minute stop out at Portland Head Light in Cape Elizabeth.
★★★★★★★★★★4.8(1,460)Rated 4.8 out of 5 from 1460 reviews1 h 45 minFree cancellation
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 rich history. While most lighthouses aren’t open for tours, you’ll still get up-close views and plenty of opportunities to admire their stunning architecture and scenic surroundin…
★★★★★★★★★★4.9(1,080)Rated 4.9 out of 5 from 1080 reviews2 hFree cancellation
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 stories largely left out of the history books. Get ready to broaden your sense of what Portland and Maine have been and could be. Brick sidewalks beneath your feet and beautiful…
★★★★★★★★★★5.0(677)Rated 5.0 out of 5 from 677 reviews2 hFree cancellation
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.
★★★★★★★★★★4.8(843)Rated 4.8 out of 5 from 843 reviews1 h 45 minFree cancellation
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 Old Port, downtown and waterfront areas, sharing highlights of Portland's history since 1632. Some of the locations we may feature on your tour include; the lobster statue, the home…
★★★★★★★★★★4.9(530)Rated 4.9 out of 5 from 530 reviews2 hFree cancellation
- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers and chefs to confectioners and more - wherever taste and creativity meet! - We combine a unique combination of social history, culinary education, the stories of talented entrepreneurs and current award-winning food scene narrated by friendly and engaging local guides - This tour…
★★★★★★★★★★4.8(505)Rated 4.8 out of 5 from 505 reviews3 hFree cancellation
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 of Portland Head Light, Maine’s oldest and most photographed lighthouse.
★★★★★★★★★★4.8(337)Rated 4.8 out of 5 from 337 reviews1 hFree cancellation
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 Bay. A great way to end a hectic day or begin a romantic evening!
★★★★★★★★★★4.8(277)Rated 4.8 out of 5 from 277 reviews1 h 45 minFree cancellation
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 and the city's history. Your tour guide will take you not only to the most famous of them all, The Holy Donut, to skip the line, but also to local favorites, that are equally delici…
★★★★★★★★★★4.8(245)Rated 4.8 out of 5 from 245 reviews2 hFree cancellation
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 labor, skill, and insight. You'll meet the Black Yankees who founded Maine communities, overturned slavery statewide, drove our maritime industries, gained political influence, crosse…
★★★★★★★★★★5.0(174)Rated 5.0 out of 5 from 174 reviews2 hFree cancellation
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 knowledgeable guides will enchant you with tales of Portland’s most renown ghosts as well as the area's vast and rich history. You’ll hear fascinating and spooky tales from the first Eu…
★★★★★★★★★★4.6(111)Rated 4.6 out of 5 from 111 reviews1 h 15 minFree cancellation
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 railroa…
★★★★★★★★★★4.2(75)Rated 4.2 out of 5 from 75 reviews1 h 30 minFree cancellation
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 main focus is exploring the Acadia area and Bar Harbor. We’ll begin with a journey into one of Maine’s most scenic regions, known for rugged shorelines, crashing waves, sweeping over…
★★★★★★★★★★4.9(35)Rated 4.9 out of 5 from 35 reviews8 hFree cancellation
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 the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland…
★★★★★★★★★★4.0(77)Rated 4.0 out of 5 from 77 reviews2 hFree cancellation
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 Portland proper and then all of the South Portland lighthouses, including admission to the Portland Headlight at Fort Williams Park. After Portland, you will head on down the highway to…
★★★★★★★★★★4.8(26)Rated 4.8 out of 5 from 26 reviews6 h
Immerse in and interpret the natural beauty of Maine by capturing the moment in a painting. We will hike and paint on location. No experience necessary. This is an all level class that can be enjoyed by beginner painters as well as more experienced.
★★★★★★★★★★4.9(13)Rated 4.9 out of 5 from 13 reviews3 h 30 minFree cancellation
Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. From Portland travel along Maine’s scenic coastline to the picturesque harbor village of Boothbay Harbor. Walk across the historic Footbridge, built in 1901, and enjoy views of working lobster boats, quiet marinas, and classic New England waterfront scenery…
★★★★★★★★★★4.5(14)Rated 4.5 out of 5 from 14 reviews8 hFree cancellation
Unearth the stories beneath historic downtown Portland, Maine on this self-guided walking tour! In the Old Port, colonial tales linger around the Customs House and the spots where the little settlement survived an invasion and even a riot over rum! Hilly streets reveal each historic building where abolitionists preached, suffragettes met, and the tales of Civil War bravery were honored. You'll fi…
★★★★★★★★★★4.3(13)Rated 4.3 out of 5 from 13 reviews2 hFree cancellation
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, and iconic landmarks that showcase New Hampshire’s famous mountain region. The highlight of the tour is the Mount Washington Cog Railway, where guests board the historic train a…
★★★★★★★★★★5.0(8)Rated 5.0 out of 5 from 8 reviews8 hFree cancellation
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 an…
★★★★★★★★★★4.1(9)Rated 4.1 out of 5 from 9 reviews5 hFree cancellation
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, plays as you walk and you can go at your own pace, anytime, it never expires. You’ll walk through historic streets where ordinary citizens took extraordinary risks to assist those e…
★★★★★★★★★★3.6(10)Rated 3.6 out of 5 from 10 reviews1 h 30 minFree cancellation
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…
★★★★★★★★★★5.0(4)Rated 5.0 out of 5 from 4 reviews8 hFree cancellation
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, colonial history, and authentic harbor towns into one unforgettable journey. Admission is included to the breathtaking Crane Estate at Castle Hill in Ipswich, where sweeping lawns lead…
★★★★★★★★★★5.0(3)Rated 5.0 out of 5 from 3 reviews10 hFree cancellation
