Schedules & Reservations


Welcome to Maine Windjammer Cruises

The Original Windjammer Fleet

Explore our overnight cruise schedules & Plan Your Trip Today!

Questions? (800) 736-7981

No matter when you sail with Maine Windjammer Cruises you will experience amazing scenery, lighthouses, wildlife, stunning sunrises and sunsets, congenial shipmates, delicious meals and of course Lobsters!

SCHOONERS GRACE BAILEY & MERCANTILE

Four cruise options weekly

SELECT A DATE TO BEGIN YOUR RESERVATION

Printable Schedule Click Here


2023
PRE-SEASON SPECIALS
 

SUMMER IN MAINE

2023
THREE AND FOUR DAY CRUISES
FIVE DAY & WEEKEND CRUISES

AUTUMN AND FALL FOLIAGE SPECIALS

September offers what we consider some of the best sailing of the season!

2023
THREE AND FOUR DAY CRUISES FIVE DAY & WEEKEND CRUISES

MISTRESS

Each week, the Mistress sails either a three-day trip & four-day trip or a five-day trip & weekend trip. The length of the first reserved trip determines what the other trip will be. Reservations are by double only (2,4,6). Prices are per person.

NA indicates Not Available and F indicates Full

SUMMER IN MAINE

Mistress 2023 Mistress

AUTUMN AND FALL FOLIAGE SPECIALS

September offers what we consider some of the best sailing of the season!

Mistress 2023 Mistress

Our schooners are available for single day trips and charters on Wednesdays and Sundays. In the pre-season, they may be available for additional dates. Most trips are from noon to 4 p.m. On daysails, our larger schooners can hold from 29 to 49 guests each. Smaller parties can be accommodated on the Mistress. Please call for availability and pricing. Learn more about Charters & Daysails