Each Ladona experience is all inclusive. You'll receive the same unrivaled service no matter which one you choose.

Themed Trips

Marked with a ★, these trips are just as special as the others but with a little twist. Browse all themed trips.

Alternatively, email us or call 1-800-999-7352.

Price Per Person – All prices listed below are per person.

We board each trip on the posted date below at 5pm. We return to the dock around 10am on the return date.

May 27–May 30 | 3-Night Sail

3 Nights (Wed–Sat) $1,248 per person

★ May 31–Jun 4 | Cooking with chef Melody Wolfretz | Full Moon

4 Nights (Sun–Thu) $1,798 per person
Chef Melody Wolfertz of In Good Company teams up with Ladona’s Chef Anna Miller for this four-day food adventure. Learn more

★ Jun 6–10 | Music & Windjammer Gam

Reserved by guests for private charter

★ Jun 11–15 | Culinary Explorations with Fiore Olive Oils | New Moon

4 Nights (Thu-Mon) $1,798 per person
Prepare yourself for la dolce vita as Chef Anna and Fiore Olive Oils and Vinegars impress and delight with every meal. Learn more

★ Jun 16–20 | Summer Solstice & Live Music with Jenn Schott

4 Nights (Tue–Sat) $1,888 per person
Unwind each evening with Nashville-based recording artist, Jenn Schott. Learn more

Jun 21–24 | 3-Night Sail

3 Nights (Sun–Wed) $1,498 per person

Jun 24–28 | 4-Night Sail

Reserved by guests for private charter

★ Jun 29–Jul 4 | The Great Schooner Race | Full Moon

5 Nights (Mon–Sat) $2,588 per person
Join us for North America’s largest annual gathering of tall ships. Learn more

★ Jul 5–12 | Ports Unknown: Secrets of Mount Desert Island

7 Nights (Sun–Sun) $3,438 per person
Bring your camera to snap some shots of Cadillac Mountain, the highest point on the East Coast, and for whatever else the island and its surroundings may reveal. Learn more

Jul 13–18 | 5-Night Sail | New Moon

5 Nights (Mon–Sat) $2,828 per person

Jul 19–24 | 5-Night Sail

Reserved by guests for private charter

July 26–30 | 4-Night Sail

Reserved by guests for private charter

July 31–Aug 4 | Weekend Escape

4 Nights (Fri-Tue) $2,388 per person

Aug 5–8 | 3-Night Sail

3 Nights (Wed-Sat) $1,798 per person

★ Aug 9–16 | Ports Unknown: Secrets of Outer Islands | Perseid Meteor Shower | New Moon

7 Nights (Sun-Sun) $3,438 per person
Sail further off the grid than usual during this 7-night trip. Learn more

Aug 17–21 | 4-Night Sail

4 Nights (Mon-Fri) $2,388 per person

Aug 22–25 | 3-Night Sail

3 Nights (Sat-Tue) $1,798 per person

Aug 26–Sept 2 | 7-Night Sail

Reserved by guests for private charter

Sep 3–6 | 3-Night Sail

Reserved by guests for private charter

Sep 7–13 | 6-Night Sail | New Moon

6 Nights (Mon–Sun) $2,858 per person

★ Sep 14–19 | Final Fleet Gathering at WoodenBoat

5 Nights (Mon-Sat) $2,368 per person
Celebrate true craftsmanship with a trip to a boat-building school. Learn more

★ Sep 20–24 | Autumn On the Bay

4 Nights (Sun-Thu) $1,998 per person
The change of seasons brings some fantastic sailing to the Bay. Learn more

★ Sep 25–29 | Autumn On the Bay | Full Moon

4 Nights (Fri-Tue) $1,998
The change of seasons brings some fantastic sailing to the Bay. Learn more

★ Sep 30–Oct 4 | Fall Colors

4 Nights (Wed-Sun) $1,938 per person
The change of seasons brings some fantastic sailing to the Bay. Learn more

★ Oct 5–9 | Fall Colors

4 Nights (Mon-Fri) $1,938 per person
Witness the fiery landscape of Maine while experiencing some fantastic sailing. Learn more

★ Oct 10–13 | Fall Colors | New Moon

3 Nights (Sat-Tue) $1,478 per person
Witness the fiery landscape of Maine while experiencing some fantastic sailing. Learn more