Set sail this June and save 10%
*An exclusive offer for VisitNewEngland subscribers!
Discover the magic of Maine aboard a historic Windjammer .
Sail into summer with a June Windjammer cruise along Maine’s iconic coast. Swap headlines for sea breezes as you disconnect from the noise and reconnect with nature and life’s simple pleasures. Climb aboard one of nine historic schooners, where you can hoist sails, explore quiet harbors, feast on home-cooked, locally-source meals (including an all-you-can-eat lobster bake!) or simply relax on deck. With trips ranging from three days to a full week, there’s something for every schedule.
Book now and receive 10% off any June (or May) cruise! Cruises begin Memorial Day weekend. Mention code “MWAJUNE” when booking online or by phone.
Looking for a present for Dad? If he can’t sail in June, get him a gift certificate for a future sailing adventure!
Jenny Tobin Guests helping to haul down the headsails on Windjammer Angelique
Happy Birthday, Tony! Actually there were two birthdays on board. Happy Birthday to Kelly as well!
Feel the breeze!
Dates
Length
Vessel
May 22–26, 2025 Thursday to Monday
4 nights
Wine, dine and chocolate
Stephen Taber
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May 23–26, 2025 Friday to Monday
3 nights
FULL-private charter
Angelique
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May 23–27, 2025 Friday to Tuesday
4 nights
Music & dance cruise
J. & E. Riggin
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May 23–26, 2025 Friday to Monday
3 nights
Memorial Day Weekend
Lewis R. French
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May 27–30, 2025 Tuesday to Friday
3 nights
Lighthouses & lobster cruise
J. & E. Riggin
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May 27–30, 2025 Tuesday to Friday
3 nights
Available for private charter
Stephen Taber
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May 27–30, 2025 Tuesday to Friday
3 nights
Three-nights; no set itinerary
Ladona
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May 28–31, 2025 Wednesday to Saturday
3 nights
Wildlife cruise
Angelique
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May 28–June 1, 2025 Wednesday to Sunday
4 nights
Four-night cruise
Lewis R. French
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May 30–June 2, 2025 Friday to Monday
3 nights
Spring sailing!
American Eagle
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May 31–June 4, 2025 Saturday to Wednesday
4 nights
FULL-private charter
J. & E. Riggin
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May 31–June 4, 2025 Saturday to Wednesday
4 nights
Full - private charter
Stephen Taber
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May 31–June 4, 2025 Saturday to Wednesday
4 nights
Cooking with Melody and Anna
Ladona
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June 1–7, 2025 Sunday to Saturday
6 nights
Acadia National Park cruise
Angelique
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June 2–6, 2025 Monday to Friday
4 nights
Four-night cruise
Lewis R. French
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June 3–6, 2025 Tuesday to Friday
3 nights
Lobsters, sailing and music
Heritage
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June 5–8, 2025 Thursday to Sunday
3 nights
Early summer getaway
J. & E. Riggin
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June 5–8, 2025 Thursday to Sunday
3 nights
Early Summer Sailing
American Eagle
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June 6–11, 2025 Friday to Wednesday
5 nights
Windjammer gam with music
Stephen Taber
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June 6–11, 2025 Friday to Wednesday
5 nights
Windjammer Gam with music
Ladona
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June 7–12, 2025 Saturday to Thursday
5 nights
Windjammer Gam
Lewis R. French
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June 7–11, 2025 Saturday to Wednesday
4 nights
Schooner Gam/Gathering of the Fleet
Heritage
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June 8–13, 2025 Sunday to Friday
5 nights
Windjammer Gam
Grace Bailey
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June 8–14, 2025 Sunday to Saturday
6 nights
Windammer gam!
Angelique
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June 8–12, 2025 Sunday to Thursday
4 nights
Just sail & relax
Mary Day
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June 9–14, 2025 Monday to Saturday
5 nights
Windjammer gam
J. & E. Riggin
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June 9–14, 2025 Monday to Saturday
5 nights
Reese Fulmer and the Carriage House Band--Schooner Gam
American Eagle
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June 12–16, 2025 Thursday to Monday
4 nights
Gourmet Gastropub
Stephen Taber
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June 12–15, 2025 Thursday to Sunday
3 nights
Full - private charter
Heritage
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June 12–16, 2025 Thursday to Monday
4 nights
Four-nights, no set itinerary
Ladona
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June 13–16, 2025 Friday to Monday
3 nights
Father's Day Getaway
Mary Day
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June 13–16, 2025 Friday to Monday
3 nights
Father's Day weekend cruise
Lewis R. French
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June 15–21, 2025 Sunday to Saturday
6 nights
Music + Sailing Six Night Adventure
Grace Bailey
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June 15–21, 2025 Sunday to Saturday
6 nights
Nature and photography cruise
Angelique
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June 15–19, 2025 Sunday to Thursday
4 nights
Maine knitting getaway
J. & E. Riggin
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June 15–19, 2025 Sunday to Thursday
4 nights
Bays and Islands
American Eagle
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June 16–21, 2025 Monday to Saturday
5 nights
Lighthouses & Shore Trips
Heritage
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June 17–21, 2025 Tuesday to Saturday
4 nights
Just sail & relax
Mary Day
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June 17–21, 2025 Tuesday to Saturday
4 nights
Four-night cruise
Lewis R. French
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June 17–21, 2025 Tuesday to Saturday
4 nights
Summer solstice with live music
Stephen Taber
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June 17–21, 2025 Tuesday to Saturday
4 nights
Summer solstice and live music
Ladona
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June 19–23, 2025 Thursday to Monday
4 nights
Summer solstice getaway
J. & E. Riggin
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June 20–24, 2025 Friday to Tuesday
4 nights
Summer Solstice
American Eagle
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June 22–28, 2025 Sunday to Saturday
6 nights
Western Wanderer
Grace Bailey
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June 22–28, 2025 Sunday to Saturday
6 nights
Six-night cruise with naturalist on board
Angelique
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June 22–28, 2025 Sunday to Saturday
6 nights
Natural history and photography cruise
Mary Day
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June 22–25, 2025 Sunday to Wednesday
3 nights
Three-night cruise
Lewis R. French
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June 22–26, 2025 Sunday to Thursday
4 nights
Culinary Explorations
Stephen Taber
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June 22–28, 2025 Sunday to Saturday
6 nights
Murder Mystery Tour
Heritage
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June 22–25, 2025 Sunday to Wednesday
3 nights
Three-nights; no set itinerary
Ladona
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June 24–28, 2025 Tuesday to Saturday
4 nights
Sip & Sail: Craft beers
J. & E. Riggin
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June 25–28, 2025 Wednesday to Saturday
3 nights
Main Sails and Lobster Tails
American Eagle
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June 25–29, 2025 Wednesday to Sunday
4 nights
Full - private charter
Ladona
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June 26–29, 2025 Thursday to Sunday
3 nights
Three-night cruise
Lewis R. French
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June 28–July 5, 2025 Saturday to Saturday
7 nights
Great Schooner Race
Stephen Taber
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June 29–July 5, 2025 Sunday to Saturday
6 nights
The Great Schooner Race
Grace Bailey
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June 29–July 5, 2025 Sunday to Saturday
6 nights
Great Schooner Race
Angelique
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June 29–July 5, 2025 Sunday to Saturday
6 nights
Great Schooner Race
J. & E. Riggin
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June 29–July 5, 2025 Sunday to Saturday
6 nights
Great Schooner Race
Mary Day
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June 29–July 5, 2025 Sunday to Saturday
6 nights
4th of July Celebrations & Schooner Race
Heritage
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June 29–July 5, 2025 Sunday to Saturday
6 nights
Great Schooner Race - FULL -private charter
American Eagle
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June 30–July 5, 2025 Monday to Saturday
5 nights
Great Schooner Race
Lewis R. French
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June 30–July 5, 2025 Monday to Saturday
5 nights
Great Schooner Race
Ladona
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Brochures
You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.
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