Portland, Maine

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Our most recommended things to do in Portland, Maine

  • Portland Maine: Tour in Vintage Fire Engine

    1. Portland Maine: Tour in Vintage Fire Engine

    Enjoy seeing Portland in an unforgettable way. Hop on board a vintage fire truck with onboard multimedia system, including a large, flat-screen LED TV. Experience Portland in a unique and fun way with this local-led tour aboard a classic fire engine. Explore the city’s peninsula as you drive along the cobble-stoned streets. Enjoy great views of lighthouses, civil war forts, and the historic architecture that make up the wonderful Maine city. Enjoy a 50-minute tour narrated by local guides who love sharing their knowledge of Portland Maine. Get to know the vibrant neighborhoods of this city by the sea from high up on your truck.

  • Portland: Old Port Culinary Walking Tour

    2. Portland: Old Port Culinary Walking Tour

    Enjoy this experience that showcases the culinary culture of Portland, Maine comprised of talented food and beverage artisans, from bakers and brewers to confectioners, chefs, and more. Visit the spots the locals enjoy visiting on a daily basis. Join a friendly and engaging tour guide as they take you to several Old Port and neighboring artisanal shops, restaurants, and pubs where you’ll sample a delectable mix of classic Maine, Maine-inspired, up-and-coming, cultural, fancy foods, and beverages. You will have the opportunity to meet and greet culinary artisans along the way, learn what inspires them and how they got their start with a lively narration from your guide. Along the way, your guide will dish about the colorful, social, and culinary history unique to the “Port City” with lots of additional recommendations on how to dine and imbibe. You are sure to leave full of delicious fo...

    So glad we decided to do the food tour. Lots of & great eats! Scott was awesome! Well worth the time & money.

  • Portland, Maine: 2-Hour History Tour with Sweet Treat

    3. Portland, Maine: 2-Hour History Tour with Sweet Treat

    Meet your local guide, a history lover who will bring the stories and facts from Portland’s past alive throughout the tour. Starting on Commercial Street, walk through the cobble stone streets of the historic Old Port, downtown, and waterfront areas.  Some of the locations that may be featured as part of the tour include the lobster statue, the home of Henry Wadsworth-Longfellow, the Eastern cemetery, the Abyssinian Church, and more. Your tour will finish on a sweet note with a local treat.

    Tour guide Ross was knowledgeable, friendly, entertaining, and eager to answer questions and accommodate the group’s needs. Fabulous experience, highly recommend!!!

  • Portland: Schooner Tall Ship Cruise on Casco Bay

    4. Portland: Schooner Tall Ship Cruise on Casco Bay

    Set sail on a two-hour cruise from Portland along the rugged coast of Casco Bay. Pack a meal and your favorite wine or beer, and sit back and relax as you slip through the peaceful waters of Maine. Enjoy views of lighthouses, seals, and other coastal wildlife aboard a famous schooner tall ship.

    Join the crew to hoist the sails or take a turn at the ship's wheel if you feel inspired. Whether you're nine years old or 99, sailing aboard a Maine schooner is a unique adventure. Learn more about the wooden windjammers which are all listed on the National Register of Historic Places and were built in Maine.

  • Portland, Maine: Bike and Brew Tour

    5. Portland, Maine: Bike and Brew Tour

    Portland is a great city for biking and for craft alcohol. There are many craft breweries located near bike paths. The three-mile routes mostly feature biking on mixed-use paths where no vehicles are allowed. Many of the paths are by the ocean with scenic views out to many of the islands in Casco Bay. First, you'll meet your expert guide and find the right bikes and helmets for you. After a brief safety talk, it's time to hop on board the bikes and pedal your way towards the first stop. Along the way, you will make a few stops to learn about Portland’s rich history from the Rum Riots to Prohibition. At each stop, you will learn a little bit about each company, meet the people responsible for delivering quality craft beverages, and sample their various products. After biking your way to each of the stops, you'll head back to the starting point with a better understanding of Portland’s th...

    Awesome beer and bike tour in Portland. We stopped at 3 craft breweries, got a flight at 2 of them and 1 beer at the other. Great to support the local businesses and get a taste of the craft beer scene in Portland. Highly recommend, well worth it!

  • Portland, Maine: Tasting Tour to Local Breweries

    6. Portland, Maine: Tasting Tour to Local Breweries

    Spend the day walking, talking, and tasting your way through the historic city of Portland, Maine. Led by a local guide, this 2 or 3-hour walking tour takes you through the interesting history of the city's beer culture. From becoming the birthplace of Prohibition in 1851 to establishing the first craft brewery in all of New England in 1983, Portland has a riveting story to tell.  Experience the city that saw the first craft brewery to be established in all of New England, Geary Brewing Company in 1983. It welcomed Gritty McDuff’s in 1988 as they opened their doors in the Old Port to become the first brewpub in the state. It witnessed the dramatic rise of Shipyard Brewing Company in 1992 to be one of the county’s largest brewing enterprises that now spans well beyond the U.S. to shores far away.  See the world-renowned Belgian-influenced Allagash Brewing Company which was also found wi...

  • Portland: Old Port Seafood Lovers Tour

    7. Portland: Old Port Seafood Lovers Tour

    Explore Portland’s vibrant working waterfront to view lobster boats often unloading their catch, learn about the historic wharves and their relationship to the sea. Visit a mix of Old Port and waterfront district destinations, and sometimes a locale or two on the fringes, for a progressive lunch. Servings vary from dine-in and to go from restaurants, pubs, markets, and artisanal shops. Learn about the life of lobsters dwelling on the ocean floor and hear about how hardy lobstermen and women haul in their catch year-round, rain, snow, and shine.

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What people are saying about Portland, Maine

Overall rating

4.9 / 5

based on 17 reviews

Awesome beer and bike tour in Portland. We stopped at 3 craft breweries, got a flight at 2 of them and 1 beer at the other. Great to support the local businesses and get a taste of the craft beer scene in Portland. Highly recommend, well worth it!

Marcia was very informative and you could tell she loved to give tours!

A wonderful tour with fun and interesting information and great sights!

Great guide. Fun...knowledgable....energetic...need we say more.

Our guide, Mike, was great! Very knowledgeable and entertaining.