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Portland, Maine

Tours

Our most recommended Portland, Maine Tours

Portland: Schooner Tall Ship Cruise on Casco Bay

1. 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 Lighthouses Sightseeing Cruise with Drinks

2. Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Uncover the beauty of the Portland Harbor and Casco Bay aboard the Elizabeth Grace on this sightseeing cruise from Portland. Sail past iconic lighthouses, historic forts, and rocky islands while sipping on 2 complimentary alcoholic drinks. Hop aboard a comfortable and spacious ship at the Custom House Wharf. Take in views of the city's charming skyline as you embark on your cruise. Unwind with a delectable craft beverage in hand as you sail. Feel the wind in your hair as you cruise by lighthouses, 200-year-old forts, and rocky and stunning islands. Cruise with confidence knowing that the ship is regularly maintained to the highest safety standards. Keep an eye out for local wildlife like loons, black ducks, and buffleheads as you sail. Return to your starting point at the Custom House Wharf at the end of your cruise.

Portland: Sunset Harbor Cruise in Casco Bay with Drinks

3. Portland: Sunset Harbor Cruise in Casco Bay with Drinks

Enjoy a 1.5-hour cruise around the islands of Portland's Casco Bay. Pass historic lighthouses, early-19th century forts, and quaint fishing piers as you explore the area at sunset. Guests over 21 can enjoy 2 craft beers or hard seltzers per person. As you cruise, keep an eye out for seabirds and the occasional seal that call Maine's coast home. When the timing's right, the boat will turn its bow towards Portland so you can enjoy the sunset and the city's skyline from the water.

Portland Maine: Tour in Vintage Fire Engine

4. 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

5. 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 food and local history. This experience actively works with gluten (not celiac), seafood, nut, and vegetarian dietary preferences and sensitivities to the best of our ability. Guests may pick and choose their participation for any further food issues. While tours vary, your foodie experience may include, fresh-picked lobster, from-scratch confections, locally-sourced temaki (raw fish) roll, Maine seafood “chowdah”, iconic Maine craft beer, Maine honeywine, and dark chocolate truffles made with Aroostook County potatoes.

Portland, Maine: 2-Hour Guided History Tour

6. Portland, Maine: 2-Hour Guided History Tour

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.

Portland: Brewery Bus Tour (Spirits, Beer, & Lunch Options)

7. Portland: Brewery Bus Tour (Spirits, Beer, & Lunch Options)

Satisfy your taste buds with a variety of brewery bus tour options of different breweries throughout greater Portland, Maine. Generous portions of alcohol products made at each different location are included, along with local snacks and an optional lunch. Portland, Maine, is known for beer. Find out how some of Portland's breweries, wineries, and distilleries are turning out a wide variety of amazing craft alcohol products. Transportation and reserved access at each location are included in every tour option. Best of Portland Brewery Tour (3 Hours)Stop selections may include Definitive Brewing, Urban Farm Fermentory, Blue Lobster Urban Winery, Bunker Brewing, eighteen twenty wines, Hi-Fidelity Brewing, Hardshore Distilling, Maine Mead Works, and Banded Brewing. Casco Fiasco Brewery Tour (3 Hours 45 Minutes)Brewery visits include Sebago Brewing Co. and Lone Pine Brewing Co. in Gorham, along with Mast Landing Brewing Co. in Westbroo. A full lunch is also included with this option (vegetarian options available). Lunch options include pizza, sandwiches, and burgers. Beerunch Brewery Tour (3 Hours)Visit the famous Bissell Brothers Brewing before they open their doors to public, then travel to East Bayside to Belleflower Brewing for another exclusive visit before they open their doors to the public. The last stop is at Goodfire Brewing before being dropped off in downtown Portland, Maine. Drinks About Town Brewery and Spirits Tour (3.5 Hours)This afternoon tour explores different craft alcohol products made in the city of Portland. Start at Battery Steele Brewing Company for beer. Head over to Three of Strong Spirits for cocktails to learn what it takes to craft high-quality rum. Round off your tasting adventure with a visit to Après for flavorful hard seltzers and alcoholic apple ciders. Local Pour Tour (3 Hours)Enjoy local breweries just south of the city. The first stop is Nonesuch River Brewing in Scarborough. Next, visit Island Dog Brewing in South Portland. The last stop is Fore River Brewing. All tours end with drop-off at Old Port Spirits and Cigars, a perfect place to pick something up to indulge in later in the night after exploring lively downtown Portland.

Portland: Old Port Seafood Lovers Tour

8. 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.

Portland, Maine: Hidden Histories Downtown Walking Tour

9. Portland, Maine: Hidden Histories Downtown Walking Tour

Discover Portland's hidden histories on a guided walking tour of the Old Port, downtown, and the working waterfront. Marvel at images of the past and at the colorful storytelling your guide shares with you to make the past come alive. Hear stories only a local knows about the city's sights, streets, and buildings. Explore the Old Port, Portland's major public buildings, and the working waterfront, winding through intimate cobblestone streets along the way. See the city's charming red-brick buildings, its waterfront filled with seafood restaurants and sea views, and more. Learn fascinating anecdotes and facts about Portland, sharing them with friends down the line to show your newly-gained local knowledge. End your tour in a waterfront park, about a 5-minute walk from where you started, surrounded by boutiques, restaurants, and other activity opportunities to continue your own discovery of the city.

Portland: Casco Bay Maine Oyster Cruise with Craft Beverages

10. Portland: Casco Bay Maine Oyster Cruise with Craft Beverages

Enjoy a cruise along the waters of Casco Bay and try some delicious local Maine seafood while relaxing aboard the boat. Enjoy a great introduction to world-class Maine seafood and sip craft drinks of your choice. Begin the tour at 2:30 at the Portland Beer Hub, located at 320 Fore Street, where you will choose from a wide selection of Maine craft beverages, including beers, ciders, and kombucha. Board a former navy launch boat now equipped with comfortable seating and embark on a tour of Casco Bay and its islands. See marine life, lighthouses, military forts, and more as we motor the calm waters. On board, you will learn about and taste oysters from 3 various harvesters in the area. Learn from the experienced guide while they shuck oysters aboard the boat as quickly as possible. Enjoy other seafood and snacks as well while on the tour. Disembark just one block from the starting point at 5:00 pm having enjoyed wonderful sights and culinary delights.

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Other Sightseeing Options in Portland, Maine

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What people are saying about Portland, Maine

The Harbor Cruise was the highlight of our visit to Portland. The views from the seaside of Casco Bay, the history & points of interest helped us plan the rest of our stay. The great crew and the sunset made the experience memorable! We highly recommend Harbor Sunset Cruise to anyone visiting Portland, Maine!

It was an AWESOME cruise! The Captain and Guide were super friendly and knowledgeable. I really enjoyed myself. Very beautiful area!!!! Will definitely go again when we go back!

100% recomend this tour. Great views of the city with the best tour guide. If you want to see and know the city jump in this tour. ;)

The trip was wonderful but the directions for where to meet were terrible!! Please put a sign up that says, Meet Here for Cruises!!!

Tour guide was great and very informative. Food was very good at every place we visited. Would recommend this tour.