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Top Portland Walking & Biking Tours

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Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland

clock 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: Old Port "Seafood Lovers" Lunch Tour

clock 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

clock 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

clock 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

5 Lighthouse Bike Tour with XL Lobster Roll

clock 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

Around The Peninsula Bike Tour

clock 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

Kennebunkport: A Tasty Lunchtime Walking Tour

clock 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

The Eastern Promenade: Explore the sounds and vistas on an audio walking tour

clock 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

Portland: West End Walk Through Time

clock 2 hours
  • Wend your way through the West End of Portland, an often overlooked section of town, deep in...Read more

"Bon Appetite" Culinary Walking Tour in Portland

clock 150 to 180 minutes
  • Portland's growing hot spot for new restaurants, distillers, oyster shuckers, brewers, roasters, smokers, bakers and more is on Munjoy Hill, along Washington Ave. and East Bayside! There are new food and beverage spots opening up left and right, and this tour will visit several of the bright new stars while highlighting all the culinary pioneers...Read more

A Walk Through Time in Kennebunkport - Celebrating 200+ Years!

clock 2 hours
  • Step away from the hustle and bustle of the Lower Village and into the quiet neighborhoods of the first residents of Kennebunkport in the Kennebunkport Historical...Read more

Adventurous Scavenger Hunt in Portland by Operation City Quest

clock 2 hours
  • Operation City Quest of Portland is a great way to see the city in a fun way! You'll use an app on your phone to submit photos of items you find around the city. For every photo you submit, you'll get points. You'll be able to see your score on the rankings after compared to all who have played across the country. All our Scavenger hunts have a...Read more

Zombie Scavengers Game - Portland, ME

clock 1 hour
  • Zombie Scavengers of Portland is a great way to see the city in a fun way! You'll use an app on your phone to submit photos of survival items you find around the city. For every photo you submit, you'll get points. You'll be able to see your score on the rankings after compared to all who have played across the country. All our Scavenger hunts...Read more

Scavenger Hunt Adventure in Portland by Crazy Dash

clock 2 hours
  • Crazy Dash scavenger hunt of Portland, takes you on an adventurous walk around the city. To play Crazy Dash, you'll use an app to collect points by finding items around the city using an app on your phone. You can also perform challenges to gain points. Check out the rankings in the app when you're done to see your score compared to other teams...Read more

Adventurous Scavenger Hunt in Portland, ME by 3Quest Challenge

clock 2 hours
  • 3Quest Challenge of Portland is a great way to see the city in a fun way! You'll use an app on your phone to submit photos of items you find around the city. For every photo you submit, you'll get points. You'll be able to see your score on the rankings after compared to all who have played across the country. All our Scavenger hunts have a live...Read more
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