May · America's island chain, no passport needed
Florida Keys
Sail the shallow turquoise of Hawk Channel from Key Largo to Key West — coral reefs at John Pennekamp, sandbar afternoons, and Duval Street when you want the party. The easiest trip on our calendar to reach, and the only one you can drive to.
Photo coming soon — John Pennekamp reef snorkeling
Photo coming soon — Key West sunset celebration at Mallory Square
Photo coming soon — Cockpit breakfast underway
The week
Itinerary highlights
- John Pennekamp coral reef state park
- Islamorada sandbar afternoon
- Marathon & Sombrero Reef
- Key West — Mallory Square sunset
Reserve your week
Departures
Small-group scheduled departures — reserve with a deposit, pay the balance closer to sail date. Not sure which week? Book a free 20-minute planning call.
May 8–15, 2027
6 spots leftPricing being finalized — join the waitlist and we'll email you the moment it's set, or plan it on a call
Spring 2028
Dates being finalizedDates announce soon. Join the early list and get first pick when the calendar opens.
Get first pick