Whether you want to explore by foot, bike, bus or boat – you can do it all right here in Downtown. Learn about Portland’s unique history, our working waterfront, or simply get out and commune with nature. From urban adventures to island trips – this is your one-stop-shop for trips and tours.
Casablanca Cruises
18 Custom House Wharf | 774-7220Harbor cruise vessel specializing in private charters. Ideal for sunset party cruises & company outings. Visit website.
Casco Bay Lines
56 Commercial St | 207-774-7871Ferry terminal to the Casco Bay Islands. Take the famous “mail boat” trip. Visit website.
First Parish Portland Unitarian Universalist
425 Congress St | 207-773-5747Welcoming congregation in the heart of our city. Visit website.
Greater Portland Landmarks
93 High St | 207-774-5561Walking tours around Portland’s authentic historic architecture & Portland Observatory. Visit website.
Henry Wadsworth Longfellow Statue
Longfellow Sq |Bronze statue of poet by native sculptor Franklin Simmons.
John Ford Monument
4 Pleasant St |John Ford (1894-1973) memorial listing some of his most famous movies.
Longfellow House
487 Congress St | 207-774-1822Childhood home of poet Henry Wadsworth Longfellow built 1786. May-Oct, holiday hours in Dec. Visit website.
Lucky Catch Cruises
170 Commercial St | 207-761-09411.5 hour lobstering excursions. Pull traps near lighthouses, Civil War forts & seal rocks. May – Oct. Visit website.
Maine Beer Tours
111 Commercial St | 207-233-7485Maine is a haven for craft beer. Come experience AND taste it with us! Visit website.
Maine Duck Tours
177 Commercial St | 207-774-3825Climb aboard Portland’s only amphibious touring vessel for a fun, exciting land & sea adventure. Visit website.
Maine Foodie Tours
94 Commercial Street | 207-233-7485Maine Day Ventures offers walking tours that introduce guests to different types of culinary tours, history and Architectural walks, Doggie & me walks and boat cruises.
All activities are like adventures. We keep them small, highly interactive and authentic. Our tour guides offer a local’s perspective, insight and history on the many establishments visited, and numerous points of interest along the way.
Visit website.
Maine Historical Society
489 Congress St | 207-774-1822Changing exhibits on Maine history. Unique gifts & books. Home of Longfellow House & Garden. Visit website.
Maine Sailing Adventures
Maine State Pier | 207-749-9169Changing exhibits on Maine history. Unique gifts & books. Home of Longfellow House & Garden. Visit website.
New England EcoAdventures
Fore Points Marina | (207) 502-8040Explore Casco Bay in a custom-built RIB boat where everyone gets a front-row seat! See the crown jewel of Maine on our exciting, adventure boat tours and excursions!
Enjoy the time of your life zipping around Maine’s most postcard-perfect lighthouses, forts, wildlife, and surrounding islands, with a small, select group and a front-row seat.
Only New England EcoAdventures blends education, excitement, and adventure into each Casco Bay adventure and offers first-class accommodations that let you see and sustain the stunning Southern Maine ecosystem.
We get there faster. We stay longer. And we go places other boat tours can’t reach—in a style they can’t match.
Odyssey Whale Watch
170 Commercial St | 207-775-0727Cruise up to 20 miles to known whale feeding grounds. Great family fun & entertainment. Visit website.
Old Port Historic Tours
Monument Square | 646-845-9714Old Port Historic Waking Tours and Old Port Historic Workouts® – Learn the rich history of the Old Port in a casual walking tour or workout! Visit website.
Portland by the Foot
Post Office Park | 207-200-5885Guided walking tours of Portland featuring Black history, hidden histories, and crime & injustice. Top-rated on Tripadvisor! Visit website.
Portland City Hall
389 Congress St | 207-874-8300City Hall designed in the grand French Hotel de Ville style; houses Merrill Auditorium & 1912 Kotzschmar organ. Visit website.
Portland Discovery Land & Sea Tours
170 Commercial St | 207-774-0808Narrated tours by land & sea! Trolley tours, lighthouse cruises and sunset cruises. May-October. Visit website.
Portland Fire Engine Co.
180 Commercial St | 207-252-6358A fully narrated multimedia sightseeing tour of Downtown Portland aboard a vintage Fire Engine. Visit website.
Portland High School
284 Cumberland Ave | 207-874-8250Built in 1821, it’s the second oldest public school in the U.S. Visit website.
Portland Schooner
Maine State Pier | 207-766-2500Step aboard our fleet of historic, wooden windjammers for 2-hour sails and private charters. Sailing four times a day from May through October. Visit website.
Portland Soldiers & Sailors Monument
Monument Sq |Sculpted by Franklin Simmons, dedicated in 1891 to Portland’s Civil War soldiers & sailors.
The Maine Brew Bus
111 Commercial St | 207-200-9111All-inclusive tours to breweries, distilleries and wineries. Hop aboard the Green Bus for a unique experience. Visit website.
The Real Portland Tour
96 Commercial St | 207-329-7401An authentic sightseeing tour of Portland and nearby lighthouses given by a REAL local, born and raised in Portland! Visit website
The Scenic Route Maine Tours
177 Commercial St | 207-51803342Providing scenic and local experiences throughout Southern Maine in 15-passenger vans. Visit website.
Whaling Wall
Maine State Pier |450-foot long waterfront mural by artist Robert Wyland.
Wicked Walking Tours
72 Commercial St | 207-730-0490Join a group of your fellow thrill-seekers for an entertaining romp through Portland’s past. Visit website.