2026 Sailing Schedule

Price Per Person

All prices listed below are per person.

☆ May 21-25 / Wine, Dine, and Chocolate

4 NIGHTS (THU-MON) $998
Indulge yourself over Memorial Day weekend! Learn more

May 28-30 / Available for Private Charter

Day sail, overnight, or two-night cruise. Enjoy your own private schooner for that special group outing or vacation. Contact us for rates.

May 30-June 3 / Four-Night Getaway

4 NIGHTS (SAT-WED) / $1,248 per person

☆ Jun 6-10 / Music + Windjammer Gam

4 NIGHTS (SAT-WED) $1,248 per person
Special music guest TBD

Jun 11-15 / Four-Night Getaway

4 NIGHTS (THU–MON) / $1,248 per person

☆ Jun 16-20 / Summer Solstice + Live Music

4 NIGHTS (TUE-SAT) $1,248 per person per person
Unwind each evening with Nashville based songwriter Jenn Schott. Learn more

☆ Jun 21-26 / Music with Charlie Nobles

5 NIGHTS (SUN-FRI) $1,368 per person
Live blues & Americana music featuring Taber house band The Charlie Nobles. Learn more

☆ Jun 27-Jul 4 / The Great Schooner Race

7 NIGHTS (SAT-SAT) $2,268 per person
Join us for North America’s largest annual gathering of tall ships. Learn more

Jul 5-9 / Four-Night Getaway

4 NIGHTS (SUN-THU) $1,398 per person

Jul 10-14 / Weekend Escape

4 NIGHTS (FRI-TUE) $1,398 per person

Jul 15-19 / Four-Night Getaway

4 NIGHTS (WED-SUN) $1,398 per person

☆ Jul 20-25 / Camden Classic Cup Regatta

5 NIGHTS (MON-SAT) $1,628 per person
We begin our weekend joining the Camden Classics Cup.

Jul 26-29 / Three-Night Getaway

3 NIGHTS (SUN-WED) $1,248 per person

Jul 29-Aug 1 / Three-Night Getaway

3 NIGHTS (WED-SAT) $1,248 per person

Aug 2-8 / Captain’s Choice

6 NIGHTS (SUN-SAT) $1,898 per person
Captain Noah’s birthday is August 8, so we’ll spend the week indulging in all of his favorite spots and eats.

Aug 9-15 / New Moon Stargazing

6 NIGHTS (SUN-SAT) $1,898 per person
The best way to see the stars!

☆ Aug 16-20 / Local Culinary Heroes

4 NIGHTS (SUN-THU) $1,568 per person
Includes exclusive welcome dinner on boarding night at a local restaurant with special menu. Learn more

Aug 21-24 / Weekend Getaway

3 NIGHTS (FRI-MON) $1,248 per person

Aug 25-29 / Four-Night Getaway

4 NIGHTS (TUE-SAT) $1,358 per person

Aug 30-31 / Available for Private Charter

Enjoy your own overnight private schooner for that special group outing or vacation. Perfect for groups of 15-22. Contact us for rates.

☆ Sept 1-5 / Camden Windjammer Festival

4 NIGHTS (TUE-SAT) $,1,358 per person
We’ll go out with a bang at Camden’s annual waterfront festivities. Learn more

Sept 7-11 / Music With Chicky Stoltz and Ragged Company

4 NIGHTS (MON-FRI) $1,358 per person
A blend of Americana, alt country and roots rock. Learn more

☆ Sept 13-19 / WoodenBoat Rendezvous

6 NIGHTS (SUN-SAT) $1,678 per person
Celebrate true craftsmanship with a trip to a boat-building school. Learn more

☆ Sept 20-26 / Wine, Dine, and Cheese

6 NIGHTS (SUN-SAT)/ $1,728 per person
Visit a different country each evening through its cheese, wine and food. Learn more

☆ Sept 27-Oct 1 / Autumn On the Bay

4 NIGHTS (SUN-THU) $1,228 per person
Crisp days, cool nights, a new moon great for stargazing, and a strong breeze defines this autumn sail! Learn more

☆ Oct 2-6 / Fall Colors

4 NIGHTS (FRI-TUE) $1,228 per person
Witness the beautiful landscape of Maine. Learn more

☆ Oct 8-12 / Fall Colors

4 NIGHTS (THU-MON) $1,198 per person
Witness the beautiful landscape of Maine while experiencing some fantastic sailing. Learn more