Crewed sailing vacations · 8 destinations
Wake up anchored somewhere you've only seen in photos.
Small-group sailing with certified crew. Scheduled departures, zero experience required.
Destinations
Where to next?
How it works
Three steps to the water
- 01
Pick your waters
Eight destinations, one calendar. Browse the trips and find the coastline calling you.
- 02
Plan it on a 20-min call
A free planning call with our crew matches you to the right departure, cabin, and season.
- 03
Sail
Show up with a duffel bag. Certified crew, provisioned boat, unforgettable week.
From our guests
Word from the water
We've never sailed before and felt completely taken care of. The crew made everything effortless.
Every anchorage felt like ours alone. The week went by like one long golden afternoon.
The planning call sold us. By the time we stepped aboard, every detail was already handled.
Your crew
Sail with certified professionals
Four certified sailing professionals plan, provision, and crew every departure.
Brian Mehan
Sima Mehan
Tom Peets
Troy Stilwell
Good to know
Questions, answered
Do I need sailing experience?
No. Zero experience is required. Our certified crew handles all sailing, navigation, and boat operations. You just show up and enjoy the trip.
What's included?
Private cabin, all meals and provisions, certified professional crew, fuel, marina fees, and basic activities. Exact inclusions will be confirmed on your planning call.
What should I pack?
Casual clothes, swimsuit, light layers, sunscreen, hat, and soft-sided luggage. We'll send a full packing list after you book.
What's the cancellation policy?
The $600 per-person deposit is non-refundable. If you cancel after paying in full, everything you paid above the deposit is refunded, and if we fill your spot the deposit comes back too. Read the full Booking & Cancellation Terms
How many guests are on each trip?
Small-group departures only, typically 6 to 8 guests maximum, so the experience stays personal.
Can I book a private charter?
Yes. Ask on your planning call and we'll discuss private options.
Be first aboard
New departures and 2028 dates go to the email list before anywhere else. One email a month, no noise.