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Top Portland Sightseeing Tours

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Ultimate Portland Self-Guided Driving GPS Audio Tour

clock 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

clock 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

clock 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

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, Maine Lighthouse Tour

clock 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

Vintage Fire Truck Sightseeing Tour of Portland Maine

clock 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

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

Half Day Kayak Rental in Sebago Lake with Life Jacket Included

clock 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

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

Sea Kayak Tour in Casco Bay

clock 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

Local Portland Brews Evening Tour

clock 3 hours
  • Beer is just the tip of the iceberg here in Portland, one of oh-so-many delicious beverages being fermented throughout town. Dive deep on this evening tour and see what lies beneath the...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

Portland, Maine Madness Scavenger Hunt

clock 2 hours
  • We are an Austin, TX-based event design company offering city scavenger hunts in 60 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are equal parts tour, cultural experience, creative challenge, detective hunt, & social experiment! Guests get to discover hidden gems off the beaten...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

Wacky Walk Adventure Game - Stockton, CA

clock 2 hours
  • Wacky Walks of Portland allows your team to discover the city in a fun and different way. The game instructs you to find a variety of items that can be found in the downtown area. For every item you find, you'll get points. You'll also participate in exciting challenges for points as well. See how your points stack up to others on our app...Read more
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