Things to Do in Portland
Showing 1–50 of 97 activities
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
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
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 thre
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 tra
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 fo
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
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 T
Old Port Culinary Walking Tour from Portland
- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers a
Port City Lights Cruise
A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lob
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for
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
Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll
Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, M
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, 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, democra
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 lighth
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. T
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
Small Group Sunset Lighthouse Boat Cruise With Local Drinks
Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise w
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 cobbles
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing chart
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, th
Ultimate Portland Self-Guided Driving GPS Audio Tour
Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cros
Casco Bay Half-Day Sea Kayak Tour
Explore the beautiful islands of Casco Bay in this four-hour sea kayak tour. After a brief lesson on the basics of sea k
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 Portla
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 p
Two Hour Lighthouse Bicycle Tour from South Portland-Mellow
Our 2-Hour tour leaves at 9 am or 3 pm and follows the scenic South Portland Greenbelt Pathway to two local lighthouses.
Maine Whale Watching Tour in Portland
Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set
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, th
Private Sunset Charter on a Vintage Lobster Boat with Drinks
Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse vie
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 s
Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay
Tasting oysters harvested from the ocean where they were grown is significantly different and better than eating them at
Portland's Best Craft Beverages Bus Tour
Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most
Guided RIB Boat Adventure of Portland
Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay
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 hour
Seven Portland Lighthouses Tour
As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and R
Half Day Kayak Rental on Sebago Lake
The Must-Do Sebago Lake Experience! Explore the panoramic views of Sebago Lake with our unbeatable rental package! With
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 alw
Sunset & Scenic Private Boat Tour of Portland & Casco Bay
Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the sc
Private Portland Head Light & Midcoast Explorer
Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charm
Paint Outdoors in Portland, Maine
Immerse in and interpret the natural beauty of Maine by capturing the moment in a painting. We will hike and paint on lo
Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks
Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best co
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
Guardians of the Harbor
Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s ma
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 histo
Sea Kayak to an Island Tour in Casco Bay
Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour
Old Port Working Waterfront Walking Tour with Clam Chowder
Dive straight into Portland’s working waterfront—where the smell of the sea, the bustle of the wharves, and a warm bowl
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. Th
Portland, Maine Madness Scavenger Hunt
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own
Portland's World of Flavors Tour
Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopoli
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 st
Other destinations near Portland
Travelers visiting Portland also consider these nearby experiences.