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Casco Bay

Casco Bay: Our most recommended tours and activities

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: Best of Maine Lighthouse Scenic Cruise

2. 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: Maine Lighthouses Sightseeing Cruise with Drinks

3. 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, Maine: Sightseeing Trolley Tour with a Guide

4. Portland, Maine: Sightseeing Trolley Tour with a Guide

Hop on this classic 1-hour trolley tour and explore the rich history and beautiful sights of Portland! On this fully narrated tour, you’ll learn about hundreds of years of history and pass some of Portland's most iconic landmarks. Weaving between Old Port, East Bayside, Downtown, and the Arts District, you’ll learn about places like The Portland Observatory, The Longfellow House, and Victoria Mansion. Once the tour is complete, you'll have a wealth of knowledge and recommendations for the city of Portland. Please arrive to the tour meeting point 15 minutes before the tour begins.

Other Sightseeing Options in Casco Bay

Want to discover all there is to do in Casco Bay? Click here for a full list.

What people are saying about Casco Bay

Overall rating

4.6 / 5

based on 45 reviews

Definitely not a sailor so when the boat tilts it’s a bit disconcerting until you realize that’s what sailing is supposed to be. We apparently had real good wind on our trip so got to go out past where most end up. Very cool activity, got to see three lighthouses, some very cool houses along the coast and the rugged coast line without the drone of an engine. Captain and the other crew were knowledgeable and very cool, a nice peaceful adventure, definitely worth it in my book

This was the perfect way to end our Maine trip. Staff was friendly and knowledgeable and the boat itself was stunning. Learned A lot of history about the boat. My partner and I Loved every minute of it . Take advantage of the byob.

Was great but got charge for two people- only order for myself! Need a refund. Everything else was excellent!

Very relaxing! Lots of nice views! The crew is knowledgeable and funny!

Great sailboat rode around Casco Bay! Beautiful. Wonderful crew!