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Things to do in

Maine

Our most recommended things to do in Maine

Portland: Sunset Harbor Cruise in Casco Bay with Drinks

1. 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

2. 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: Schooner Tall Ship Cruise on Casco Bay

3. 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.

Penobscot Bay: Historic Schooner Day Sailing Trip

4. Penobscot Bay: Historic Schooner Day Sailing Trip

Experience one of the top things to do in Camden sailing along Maine's magnificent rocky coastline. Climb aboard the elegant Appledore II, a historic schooner. Feel like an adventurer from the 19th-century while enjoying state-of-the-art accommodations onboard a modern windjammer. Stroll along the wide decks as you take in the sights without needing to duck beneath the rigging. With a capacity of only 49 passengers, there is abundant seating to make yourself comfortable for this intimate sailing trip. Enjoy the chance to sail your own wooden ship as the crew welcomes your participation. Offer to help raise the sails and take a turn at the wheel of this hard-working, seaworthy schooner. Ask your crew about the history of the boat which has sailed around the world, docking at many harbors along the way. Twice a year, she still sails the Eastern seaboard between her 2 home ports of Camden, Maine and Key West, Florida.  Start the tour by departing from Bayview Landing and heading out of Camden Harbor. Discover why Camden is often called the jewel of the Maine coast as you sail past the impressive lighthouse, Curtis Island Light, dating from 1836, and into Penobscot Bay. Considered to be one of the top cruising bays in the world, Penobscot Bay will amaze you with its uninhabited islands, wildlife, and views of Camden Hills and other coastal mountains dropping off into the sea. During the tour, look along the shore for Mount Battie, historic inns, and elegant summer mansions of the rich and famous with their million dollar yachts. Watch lobstermen hauling in their traps. On a typical day, you may see porpoises playing in the water, ospreys, eagles hunting for fish, and even the occasional whale. Watch for seals sunning themselves on rocks and cute guillernots (cousins of the puffin), with their bright red feet, wobbling as they walk along the rocky shoreline. Quench your thirst with cocktails, beer, wine and soft drinks, all available for purchase during your sailing cruise. As Camden Harbor comes back into view, relax and feel the wind sweep through your hair as your memorable sailing ship cruise draws to a close.

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

5. Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

Go on a delightful harbor cruise, passing summer colonies, lighthouses, small islands, and out to see the seals on the ledges. Fun for the whole family. Pass by 2 lighthouses, islands, coastline, inner and outer harbor, and seals at the seal rocks. Experience a Boothbay classic that has been enjoyed for over 50 years and find out why it's so popular. Get an idea of how those delicious lobsters you enjoy at your favorite restaurant are caught, how the traps are hauled, and a little background of Maine’s famous lobster industry. Enjoy the seals basking on the rocks. Pass by two major lighthouses, Burnt Island Light, and Ram Island Lighthouse. This Boothbay Harbor lobster tour is educational and fun for the whole family. Don't forget to bring your camera. Step aboard a vessel that has the largest and most comfortable main salon in the region with padded seats and tables. Relax with food and a drink from the galley, which features a 360-degree view of the outside. Enjoy the sun and fresh Maine air on the upper deck. Hear the narration no matter where you choose to be, with speakers throughout the vessel.

Camden: Sunset Sailing Cruise Aboard Appledore II

6. Camden: Sunset Sailing Cruise Aboard Appledore II

Board the Appledore II in Bayview Landing in Camden, and enjoy a 2-hour sunset cruise. Admire the beautiful harbor, framed by mountains, and appreciate the views from the wide decks. Help to raise the sails, take a turn at the wheel, and experience captaining a traditional wooden ship. Cruise past Curtis Island Light and into Penobscot Bay. Sail along the rugged coastline, take in the majestic mountains, and look out for local wildlife such as seals, porpoises, and eagles. Cocktails, beer, wine, and soft drinks are available for purchase as you enjoy the sunset over Mount Battie.

Boothbay: Lighthouses & Islands Harbor Cruise

7. Boothbay: Lighthouses & Islands Harbor Cruise

Set sail on a cruise from Boothbay Harbor and discover Burnt and Ram Island Lighthouses on a close-to-shore trip. Discover playful seals, snug coves, busy harbors, old fishin’ villages, bustling boatyards, and summer colonies along the way. Step aboard the largest vessel in the region with the most comfortable main salon, fitted with padded seats and tables. Relax with food and a drink from the galley, which features a 360-degree view of the outside. Embrace the sun and fresh Maine air on the open upper deck, with speakers throughout the vessel allow you to hear the narration no matter where you choose to be. You'll be able to get more time to visit the whales at the feeding grounds as you travel on one of the fastest vessels in the region. Don’t forget to bring your camera and capture it all for the folks back home on this summer cruise.

Boothbay Harbor: Pemaquid Point & John's Bay Cruise

8. Boothbay Harbor: Pemaquid Point & John's Bay Cruise

Go back in time as you cruise historic John’s Bay and the eastern Boothbay Harbor Region. Discover seals and other coastal wildlife and experience the famous Pemaquid Point Lighthouse along with Ram and Burnt Island Lights. Pass by Fort William Henry and learn about the early exploration and settlement of the region going as far back as the early 1600s. Perfect for history buffs and nature lovers alike. Step aboard the largest vessel in the region with the most comfortable main salon, fitted with padded seats and tables. Relax with food and a drink from the galley, which features a 360-degree view of the outside. Enjoy the sun and fresh Maine air on the upper deck and speakers throughout the vessel to hear the narration, no matter where you choose to be. The vessel also has the fastest vessels in the region, which provides you with more time to visit the whales at the feeding grounds.

Portland: Old Port Culinary Walking Tour

9. 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. You’ll sample a delectable mix of classic Maine, Maine-inspired, up-and-coming, cultural, fancy foods, and beverages.  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 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. 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 honey wine, and dark chocolate truffles made with Aroostook County potatoes.

Portland, Maine: 2-Hour Guided History Tour

10. 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.

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Other Sightseeing Options in Maine

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What people are saying about Maine

Overall rating

4.7 / 5

based on 351 reviews

The food was incredible but what really made the tour was our guide, Timothy. As a native, he was able to give us not only history of the area but a in depth perspective on culture, maritime industries, etc. He was also generous with inside tips and recommendations. We had a wonderful time.

Timothy was exceptional in leading our tour and giving us additional insight into the history of Portland

very informative- guide shared interesting facts about the city and pointed out places to eat.

James was a wealth of knowledge. Dealt with the past but also the present. Very informative.

It was a really nice tour and helped to understand the history of Maine.