Small Groups

Private Charters in Portland, ME

- up to 6 guests -

Sail along the pristine coastline, discovering hidden coves and breathtaking landscapes. Tailored for those who seek a more intimate adventure, these small group cruises ensure a deeper connection with the Casco Bay’s charm and natural wonders. Whether you’re a nature enthusiast or simply seeking tranquility, our small group cruises provide an unparalleled opportunity to explore Maine’s coast. Book your next Portland cruise online with us.

Most Popular!

From $615

Up to 6 Guests
2 Hours
All Ages

Private Lighthouse & Sightseeing Charter

Relax with a drink on our cushioned benches as you take in the scenery. Our onboard catering upgrades provide excellent options for brunch or lunch cruises, or some light bites before having dinner ashore! Book your Maine lighthouse tours online today.

Book Now

Learn More

From $665

Up to 6 Guests
2 Hours
All Ages

Private Sunset Charter

Join us for a Maine sunset cruise including Portland’s best coastal sights capped by a stunning sunset. Our usual route includes cruising past Portland Head Light, Maine’s oldest and arguably most iconic lighthouse, as well as Bug Light, Spring Point Light, Fort Gorges, Fort Scammel, and Ram Island Light.

Book Now

Learn More

From $1,150

Up to 6 Guests
3 Hours
All Ages

Private Sunset Dinner Cruise

We invite you to the most exclusive dining experience in Portland, Maine! With only one seating per evening and exceptional locally sourced cuisine, you’ll enjoy an unparalleled evening out on Casco Bay while our private chef prepares and serves a 6-course dinner.

Book Now

Learn More

From $615

Up to 6 Guests
2 Hours
All Ages

New England Fall Foliage Charter

Enjoy the crisp fall air as you take in the vibrant, changing colors along Maine’s scenic coastline aboard a private cruise. Let your mind wander to the days when sailing ships ruled the waves as we pass by some of the most iconic sights in Maine.

Book Now

Learn More