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Top Portland Attractions & Tours
Ultimate Portland Self-Guided Driving GPS Audio Tour
60 minutes - 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...Read more
Portland Scavenger Hunt: The Maine Event
120 minutes - Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties,...Read more
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
1 hour 45 minutes - Welcome to my hometown! Hop aboard for an authentic 90 minute sightseeing tour of Portland and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, ME.
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...Read more
Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland
3 hours - Our 3-Hour tour leaves at 11:30 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble. Next, the tour will pass by Willard Beach...Read more
Portland Tall Ship Cruise on Casco Bay
2 hours - What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the...Read more
Portland, Maine Lighthouse Tour
2 hours - We are always adding new tour times to accommodate travelers, please call us directly to inquire if you do not see your preferred time listed!
Whether this is your first visit or you've lived in Portland for years, you’ll explore the Greater Portland area from a new perspective.
Travel through downtown Portland with a local...Read more
Portland: Old Port "Seafood Lovers" Lunch Tour
2 hours 30 minutes - 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 Port and waterfront district destinations for a progressive, iconic Maine lunch.
- This walking tour is appx. 1 - 1.5...Read more
Old Port Culinary Walking Tour from Portland
2 to 3 hours - - 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...Read more
A Walk Through Time Tour in Portland
2 hours - 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...Read more
Vintage Fire Truck Sightseeing Tour of Portland Maine
50 minutes - 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 perspective. See lighthouses, Civil War forts, city parks and buildings, interesting stories and a multimedia experience...Read more
5 Lighthouse Bike Tour with XL Lobster Roll
5 hours - Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour to allow us not to have guests in our vehicles. As...Read more
Oyster Farm & Tasting Sea Kayak Tour in Casco Bay
3 hours - Tasting oysters just harvested from the ocean is significantly different and better than eating them at an oyster bar. Freshness counts! This is a sea kayaking tour that teaches you the basics of sea kayaking on land before launching at Mere Point in Brunswick to visit a working oyster farm in NW Casco Bay! After visiting the oyster farm,...Read more
Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
2 hours - Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we tour the islands of Casco Bay and pass by 4 lighthouses, historic 19th century forts, and the scenic Maine Coast. Book ONE TICKET for a group of up to 6 guests.
Charters depart from Portland's Old...Read more
Around The Peninsula Bike Tour
3 hours - Discover the rich history and stunning architecture of the Portland peninsula. 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 the best of the...Read more
Private Sunset Charter on a Vintage Lobster Boat
2 hours - Leave the crowds and join us aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter capped by a stunning Maine sunset. We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century forts, lighthouses, and the scenic Maine Coast....Read more
Kennebunkport: A Tasty Lunchtime Walking Tour
2 to 3 hours - The area has been home to those who make their living on the sea for centuries and a popular destination for visitors who love the history, beautiful beaches and plentiful outdoor activities. In recent years the culinary scene is also attracting visitors with nationally renowned chefs, gourmet catering companies, craft brewers and award winning...Read more
Half Day Kayak Rental in Sebago Lake with Life Jacket Included
1 to 4 hours - With our Kayak rental, you can explore the natural beauty of Sebago Lake (on your own) and adjacent streams to spot native birds, fish, turtles, ducks, and the picturesque views of this Maine...Read more
The Eastern Promenade: Explore the sounds and vistas on an audio walking tour
25 to 45 minutes - This self-guided GPS audio walk brings you through one of the most beautiful vistas in Portland, Maine. It starts with a spectacular overlook of Portland Harbor, Casco Bay and the islands, and continues down by the waterfront to East End Beach.
Along the way, you’ll hear stories from a local about what it was like growing up on Munjoy...Read more
Sea Kayak Tour in Casco Bay
3 hours - Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay! Usually we paddle south to the end of Mere Point for a photo op and then on to visiting an island for a stretch break, snacks, and shoreline exploring. Then we paddle back by another island to our...Read more
Paint Outdoors in Portland, Maine
3 hours - 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...Read more