top of page
a wide-angle shot of Nautilus's cabintop, with another sailing vessel visible in the distance and an island barely visible on the horizon.

SAILING TRIPS

SAIL WITH US

From lighthouses, to historic forts, to wildlife, your trip aboard Nautilus will be your favorite Portland, Maine souvenir!

Portland Head Light is visible in the distance behind Nautilus, which is sailing in the foreground of this drone image.

DAY SAILS & CHARTERS

 

11:00 AM - 1:00 PM | Morning Sail

3:00 PM - 4:00 PM | Afternoon Sail


$80 per Person | $450 Private Charter

Hop on one of our brunch or afternoon day sails to explore Maine’s diverse and scenic Portland Harbor.

Choose our first trip for a calm morning outing, or join us in the afternoon when the wind picks up. Get on the water with Nautilus Sailing Company for a uniquely memorable Portland, Maine excursion.

A photograph of a sunset viewed from the bow of Nautilus, looking back towards the stern. The sunset is just beginning to touch the ocean in the distance.

SUNSET SAILS & CHARTERS

6:00 - 8:00 PM | Sunset Sail

Fall Hours May Vary


$95 per Person | $550 Private Charter

Sunset sails depart each evening to enjoy golden hour views of Maine’s diverse and scenic Portland Harbor.

 

Bring your camera and favorite cocktail and get on the water with Nautilus Sailing Company to enjoy the best sunset views of Portland, Maine.

A charcuterie board is pictured set on top of Nautilus's forward hatch. A person is reaching down to pick up a grape from it.

CUSTOM CHARTERS

Starting at $450 | Call for a Quote

Need an extra hour or some additional flexibility? From intimate wedding ceremonies, to memorable anniversary celebrations, to unique bachelor and bachelorette parties, to corporate outings, our custom private charters are fully customizable to meet your needs.

 

Call to plan your ideal Portland Harbor sail charter and make your next special event epic!

BOOKING CALENDAR

Have a date in mind? View our Booking Calendar below:

bottom of page
Book Now