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Portland, Maine Tours

Our most recommended Portland, Maine Tours

Portland: Best of Maine Lighthouse Scenic Cruise

1. Portland: Best of Maine Lighthouse Scenic Cruise

Sit back and relax on this 2-hour cruise along the serene Casco Bay in Portland, Maine. Immerse yourself in the rich history of Portland and see the four iconic lighthouses, sights of Portland Harbor and the picturesque waterway Diamond Pass. During the cruise, you'll explore the bustling inner harbor and main shipping channel to get close up views of civil war era forts and the lighthouses that guide mariners into Portland Harbor. Along with the historical waterfront, you'll also get the chance to see the Portland Head Light, Bug Light and the Spring Point Ledge Lighthouse.

Portland: Schooner Tall Ship Cruise on Casco Bay

2. 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: Tour in Vintage Fire Engine

3. 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: Sunset Harbor Cruise in Casco Bay with Drinks

4. 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.

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Other Sightseeing Options in Portland, Maine

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What people are saying about Portland, Maine

Ross gave us an outstanding tour of Portland, combining his deep historical knowledge with a keen eye for good restaurants/bars, and is a genuinely interesting person. I cannot recommend a tour with him highly enough.

AJ was absolutely amazing! Since it was just our group she customized the experience and was such an amazing resource for the rest of our weekend too. Very knowledgeable and friendly. The food was amazing too!

The tour was well worth it. Our guide, Ross, was very informative and interesting. We saw lots of things we would never have found on our own.

Marcia was a great host. It was only two of us but they held the tour anyway and made it an even more special day for us.

Very knowledgeable and personable guide; enjoyed very much!