Our Portland Trips & Vacation Packages

Cruise Maine’s coast for 9 days aboard American Glory. Sail Casco Bay, visit a Bath oyster farm, explore Boothbay’s gardens, enjoy a Rockland lobsterbake, tour Acadia National Park in Bar Harbor, and walk its quaint downtown. In Castine, learn its Revolutionary War history, and finish in Bangor, Stephen King’s hometown and inspiration for Derry.

Experience a 12-day cruise from Portland to Toronto aboard Victory I and explore historic cities, stunning landscapes, and vibrant cultures. From whale-watching in Tadoussac to exploring Quebec City's old town, this cruise offers a unique blend of adventure and relaxation.

On this 15-day New England Fall Foliage Cruise from Portland to New York aboard American Glory, explore New England's waterways adorned with fall foliage, and natural landscapes. Visit towns, villages, and estates, all curated with experiences. Conclude with a cruise around the Statue of Liberty against the New York City skyline.

Set sail on a 15-day cruise aboard American Patriot. Discover historic seaports and savor New England's charm with a Maine lobster bake.

Set sail on a 10-day cruise from Montreal to Portland aboard the Voyager I. Experience Montreal’s European charm and explore Quebec City’s historic streets. Enjoy whale-watching in Saguenay Fjord and discover Charlottetown’s coastal beauty. Sail through the Strait of Canso, visit Halifax’s bustling waterfront, and conclude in vibrant Portland, Maine, where arts and seafood await.

Embark on a 12-day cruise from Toronto to Portland aboard Victory II, experiencing vibrant cities, breathtaking landscapes, and rich maritime heritage. This adventure offers a blend of urban exploration, natural beauty, and cultural immersion.

On this 15-day New England Fall Foliage Cruise from Portland to New York aboard American Independence, explore New England's waterways adorned with fall foliage, and natural landscapes. Visit towns, villages, and estates, all curated with experiences. Conclude with a cruise around the Statue of Liberty against the New York City skyline.