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


2021
PRE-SEASON SPECIALS
 

SUMMER IN MAINE

2021
THREE AND FOUR DAY CRUISES
THREE-DAY
Board Sun. 5:30pm - Return Wed. 10:00am 		FOUR-DAY
Board Wed. 5:30pm - Return Sun. 10:00 am
FIVE DAY & WEEKEND CRUISES
FIVE-DAY
Board Sun 5:30 pm - Return Fri 10:00 am 		WEEKEND
Board Fri 2:00 pm - Return Sun 10:00 am

AUTUMN AND FALL FOLIAGE SPECIALS

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

2021
THREE AND FOUR DAY CRUISES FIVE DAY & WEEKEND CRUISES
THREE-DAY
Sep 19
Price: $795.00
Sep 26
Price: $795.00
FOUR-DAY
Sep 22
Price: $895.00
Sep 29
Price: $895.00
FIVE-DAY
Sep 19
Price: $995.00
Sep 26
Price: $995.00
WEEKEND
Sep 24
Price: $695.00
Oct 01
Price: $695.00

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 2021 Mistress

AUTUMN AND FALL FOLIAGE SPECIALS

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

Mistress 2021 Mistress
THREE-DAY
Sep 19
Price: $900.00
Sep 26
Price: $900.00
FOUR-DAY
Sep 22
Price: $1,035.00
Sep 29
Price: $1,035.00
FIVE-DAY
Sep 19
Price: $1,170.00
Sep 26
Price: $1,170.00
WEEKEND
Sep 24
Price: $765.00
Oct 01
Price: $765.00

View 2022 Schedule

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