Portland, Maine
Tours

Our most recommended things to do in Portland, Maine

Portland: Best of Maine Lighthouse Scenic Cruise

Portland: Best of Maine Lighthouse Scenic Cruise

Sit back and relax as you cruise along the serene Casco Bay in Portland, Maine. Immerse yourself in the rich history of Portland and see the four iconic lighthouses, the sights of Portland Harbor, and the picturesque waterway Diamond Pass. During the cruise, 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: Trolley City Tour with Portland Head Light Stop

Portland: Trolley City Tour with Portland Head Light Stop

Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine’s oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast. Cruise past landmarks such as the childhood home of Henry Wadsworth Longfellow, the Victoria Mansion, the Arts District, and the bustling Old Port. With forward-facing seats and big windows, you won't miss a thing. See as your guide points out the famous sites and hidden gems of Portland and shares interesting stories behind them. Upon arrival at Cape Elizabeth, along the spectacular shores of Fort Williams Park, disembark for a 30-minute stop to explore the Portland Head Light on your own. Choose to walk around Maine's oldest lighthouse or visit the maritime museum inside.

Portland, Maine: Sunset Windjammer Cruise Along the Coast

Portland, Maine: Sunset Windjammer Cruise Along the Coast

Step onboard a historic schooner, some of which are over 100 years old, and set sail on Casco Bay in Portland, Maine. Help the boat crew hoist the sails or even get behind the wheel. Step into history aboard a locally-built wooden windjammer, with three of these vessels listed on the National Register of Historic Places. Experience the beauty of the rugged coastline, complete with a beautiful sunset, lighthouses, seals, and seabirds. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay.

Portland: Casco Bay Sunset and Lighthouse Cruise

Portland: Casco Bay Sunset and Lighthouse Cruise

Meet at the Old Port in Portland, Maine and hop on board a boat that boasts ample outdoor deck space and indoor cabin space, ensuring your comfort no matter the weather. Feel free to purchase drinks at the well-stocked bar and have access to restroom during the trip. Expereince the salty air as you set out on the water in the warm glow of the evening light. Head into Casco Bay a scenic and ecologically rich area known for its beautiful islands, historical significance, and diverse marine life. Listen as your guide offers facinating insights into famous sights that you pass along the way. Navigate through island passages like Diamond Pass and around the Calendar Islands. Admire the lush islands, craggy rocks, and several Civil War forts. See a natural seal habitat and keep an eye out for graceful sea birds. Capture pictures of some scenic lighthouses that the area is known for as the sunsets and return to Portland as the city begins to light up for the night.

Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

Enjoy this fully narrated 60-minute scenic cruise through busy Casco Bay and its iconic islands to see lighthouses, forts, lobster boats, seals, and seabirds. Take in the views of Portland's historical lighthouses, including a close up view of Portland Head Light, Maine’s oldest and most photographed lighthouse. As you cruise along the Casco bay, keep an eye out for Spring Point Ledge Light, Portland Breakwater Light (Bug Light), Ram Island Ledge Light, Portland Head Light, Fort Scammel, Fort Gorges, and Portland Harbor.

Portland, Maine: Tour in Vintage Fire Engine

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, Maine: Coastal Windjammer Sailing Cruise

Portland, Maine: Coastal Windjammer Sailing Cruise

Experience the beauty of Portland, Maine's rugged coastline on a historic windjammer sailing ship in Casco Bay. Sail by lighthouses, seals, and seabirds as you feel the wind in your hair. Learn how the wooden windjammer you are sailing on was built in Maine and is listed on the National Register of Historic Places. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. Let your skipper take charge and take in the marine wildlife and views surrounding you. See Portland from a unique vantage point. Have fun with the whole family or with friends on a day out at sea, before heading back to port.

Portland: Old Port Culinary Walking Tour

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: Casco Bay Afternoon Lighthouse Cruise

Portland: Casco Bay Afternoon Lighthouse Cruise

Embark on a relaxing cruise along the rugged coastline of Casco Bay in Portland. As you glide along on the tranquil waters around the Bay, you'll see lighthouses, seals, seabirds, and historic forts. Make the most of your cruise by packing a meal, bringing your favorite wine or beer, and sitting back and relaxing as you cruise along at an easy pace. Bring your family along as all ages are welcome aboard Ruth, a 39’ long classic, picnic-style tour boat built in 1935 at Handy Boat in Falmouth, Maine. For 84 years, she has been the longest continuously operated commercial vessel in the state and is now the newest member of the Portland Schooner Co. fleet with a capacity of 19 guests.

Portland: Schooner Tall Ship Cruise on Casco Bay

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.

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