Because of boat size, we take only 2 guests at a time — perfect for a relationship couple or two close friends. Join the boat for generally 2–3 week passages while Sea Monkey bumps around the world. Isaac sails with one or two crew in addition to the paid guests.
This is not a mega-yacht charter. Guests contribute toward boat operation and maintenance on a shared-expense structure — usually about $30–$50 per person per day depending on route and season.
Intimate by design. Book as a couple or as two friends who travel well together.
Long enough to settle into boat life, stand watches, and actually go somewhere.
Isaac plus 1–2 crew handle the serious boat work while guests plug in as much as they want.
| Window | Region focus | Status |
|---|---|---|
| Dec 1 – May 1 | Caribbean sailing season / boat movement | Primary season |
| Summer months | Generally out | Hurricane season |






Shared-expense contribution toward operation, maintenance, provisions share, and trip costs.
Flights to rendezvous, travel insurance, personal gear, and on-shore personal spending.
Flexible couples/friends who want adventure and participation more than hotel polish.
The boat herself — favorite mark of the fleet.
Sometimes you’re the monkey, sometimes you’re the frog.
| Passage style | Guests | Duration | Contribution | Status |
|---|---|---|---|---|
| Couple / close-friend passage | 2 | 2–3 weeks | ~$30–$50 pp/day | Inquire for windows |
| Tell us your month window and whether you’re a couple or two friends booking together. Get on the list. | ||||
Email with your preferred month, pair details, and sailing experience (zero is fine).