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
May 15 | Weekend |
![]() |
$625.00 |
May 17 | Four-Day Preseason |
![]() |
$795.00 |
May 22 | Weekend |
![]() |
$645.00 |
May 24 | Six-Day |
![]() |
$995.00 |
May 24 | Three Day - 1st half |
![]() |
$695.00 |
May 27 | Three-Day - 2nd half |
![]() |
$695.00 |
May 31 | Three Day - 1st half |
![]() |
$695.00 |
May 31 | Six-Day |
![]() |
$995.00 |
Jun 03 | Three-Day - 2nd half |
![]() |
$695.00 |
Jun 07 | Six-Day |
![]() |
$995.00 |
Jun 07 | Three Day - 1st half |
![]() |
$695.00 |
Jun 10 | Three-Day - 2nd half |
![]() |
$695.00 |
Jun 14 | Six-Day |
![]() |
$995.00 |
Jun 14 | Three Day - 1st half |
![]() |
$695.00 |
Jun 17 | Three-Day - 2nd half |
![]() |
$695.00 |
Jun 21 | Six-Day |
![]() |
$995.00 |
Jun 21 | Three Day - 1st half |
![]() |
$695.00 |
Jun 24 | Three-Day - 2nd half |
![]() |
$695.00 |
SUMMER IN MAINE
2020 | |||||||||||||||||||||||||||||||||||||||||||||
|
|
AUTUMN AND FALL FOLIAGE SPECIALS
September offers what we consider some of the best sailing of the season!
2020 | ||||||||||||||||||||||||||||
|
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 | 2020 | Mistress | ||||||||||||||||||||||||||||||||||||||||
|
AUTUMN AND FALL FOLIAGE SPECIALS
September offers what we consider some of the best sailing of the season!
Mistress | 2020 | 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
