Cruises, Charters + Tours

TOURS BY LAND OR BY SEA

Sunset cruises, walks and tastings, breweries, trolley tours, and much more! Cruise the bustling harbor of Casco Bay and get a first hand look at Portland’s working waterfront—groups and corporate events are even more memorable out on the water with the ocean breezes and salty, sea air.

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Boat cruising by Portland Head Light. Photo Provided by Casco Bay Custom Charters
Casco Bay Custom Charters

Private cruises individually tailored to exceed expectations. Include an experienced captain and deckhand.

Ferries. Photo Provided by Casco Bay Lines
Casco Bay Lines

Portland's iconic ferry system with year-round ferry services, specialty cruises and private charters to the islands of Casco Bay.

Lighthouse Bikes at Bug Light, Photo Credit: Lighthouse Bikes / Leah Day
Lighthouse Bikes

Take your group for a guided tour, pedicab ride, or to explore the region at their own pace with a worksman bike rental.

Foodie Tour. Photo Provided by Maine Day Ventures
Maine Day Ventures

Maine Day Ventures will help make your upcoming event a memorable one. We offer private tours for Maine locals and visitors alike!

Group Shot of Tour. Photo Provided by New England Eco Adventures
New England Eco Adventures

Jump aboard New England Eco Adventure’s small, intimate excursions that blend adventure and education into one amazing trip.

Boat at Portland Head Light. Photo Provided by Portland Discovery Land & Sea Tours
Portland Discovery Land & Sea Tours

Don't just see Portland- Discover it! Offer a wide variety of sightseeing and charter options by Land and Sea.

Two Sailboats. Photo Provided by Portland Schooner Co
Portland Schooner Co.

Step Aboard The Extraordinary. Sail on an sailing vessel steeped in history and have the experience of a lifetime.

Bob Leading Tour. Photo Provided by Rugosa Lobster Tours
Rugosa Lobster Tours

Hosted on a traditional lobster boat, Rugosa’s lobster tour offers the most exclusive, personal, and educational cruise in Kennebunkport.

Group Biking near Lighthouse, Photo Courtesy of Summer Feet Cycling
Summer Feet Cycling Adventures

For 20 years we have been offering cycling, walking, and multi-sport vacations in the most beautiful places in Maine.

Bluefin Tuna Adventure

Fish for giant bluefin tuna board the largest, most comfortable private fishing charter boat around!

Casablanca Cruises

Host a cruise on a 85-ft, two-deck harbor cruiser, outfitted with a full galley and well-stocked bar.

Fogg’s Water Taxi & Charters

Offer boat rentals and water taxi service & the perfect way to see and explore Casco Bay on a private charter.

Fortland

A unique island experience within Fort Scammel on the private House Island in Casco Bay. Camp and tour the historic island!

Maine Brews Cruise

All-inclusive tours providing guests a behind-the-scenes look at Maine’s breweries, distilleries, wineries, and more.

Maine Duck Tours

Land & sea adventures aboard a modern amphibious vehicle. A quacktastic historical tour of the Old Port and Harbor.

Maine Historical Society

3rd oldest historical society in U.S. comprised of the Longfellow House, the Brown Library, the Museum & Shop.

Maine Maritime Museum

A unique and wonderful experience with breathtaking river views amidst a backdrop of maritime history.

Maine Narrow Gauge Railroad Company + Museum

Charter the train for your next business event or social gathering! The train can accommodate mostly any group size-wise and is handicap-accessible.

Maine Tour Connection

Full service receptive tour operator offering local sightseeing tours customized for your group.

Portland Explorer Tours

Join our family owned and operated tour company for unforgettable explorations. Customized year-round tours.

Portland Paddle

Sea kayak and stand-up paddleboard tours, rentals and lessons at the East End Beach on Portland's waterfront.

Seadog Travels

Nautical travel company for groups who love exploring, connecting, and protecting oceans through an array of offerings!

SeaPortland

We offer unique boat-based tours and experiences on the beautiful waters of Casco Bay!

The Scenic Route Maine Tours

A family-owned and operated tour company sharing what we love about our charming city and the state of Maine.

Wine Wise

Join Sommelier Erica Archer for an incredible fine-wine experience while sailing in beautiful Casco Bay.

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