Worth the ferry
Fourteen Beds, Bikes Included, and a Catamaran at Sunset
A conch house in Old Town with a private pool and bikes for everyone, ten minutes from the airport. The Fury sunset sail takes forty, so bring whoever. Louie's Backyard is the splurge night and books out. Blue Heaven fixes the next morning.
Key West, FL · 3 nights · 8–14 people · $450–$900 each
Where you sleep
Conch-style house with pool
What you do
- Snorkeling the Coral Reef (Reef Express)
- Key West Bike Tour (Eaton Bikes)
- Hemingway House & Cats Tour
- Yoga on the Beach at Fort Zachary Taylor
Where you eat
- Blue Heaven
- Cafe Sole
- Louie's Backyard
Questions
- Do we need cars?
- No. Key West International is about 10 minutes from Old Town, the house includes bikes, and the Eaton Bikes tour is how most people learn the island. A car mostly becomes something to park.
- When's the right time to go?
- November through April. Summer is hot and it's hurricane season. Winter is the busy stretch, so lock the house early — it runs about $600–$1,600 a night for 14.
- Can the whole group do the boats?
- Yes. The Fury catamaran takes up to 40 and the Reef Express snorkel charter takes 30, so both hold a group this size without splitting. Cafe Sole is the smaller, quieter dinner if half the group wants one.
Build this one for your group
Same city, your headcount, your nights. The planner picks from the same catalog these places came from.
Plan Key WestPrices are sums of catalog ranges, not quotes. Nothing here is booked or held — you book each place directly and pay them, and we take no cut.