Arrive
Dinner credit
Afternoon
- 3 p.m.Land at EYW by 3 p.m.
- Taxi or hotel shuttle to the room.
Evening
- Sunset walk at Mallory Square, then an included $90 dinner credit for two.
Key West
Sail, snorkel, kayak, and parasail
This is the car-free tropical couple trip. All core activities leave from Key West, and the schedule leaves room for unplanned time together instead of filling every hour.
Five days, hour by hour.
On the water
BreakfastLunch
Afternoon
- Morning or early afternoon small-group Sail, Snorkel & Kayak tour, approximately 6.5 hours, with lunch aboard.
- The operator chooses exact snorkel and kayak locations for conditions.
Air + beach
Breakfast
Morning
- Morning tandem parasail slot, with about one hour on the boat and roughly 8–10 minutes in the air.
Afternoon
- Afternoon at Fort Zachary Taylor beach or a hotel pool.
- Beach admission is covered by the local allowance.
Slow morning
BreakfastDinner on your own
Morning
- OptionalFree morning for bikes, cafés, or the Hemingway Home at personal expense.
Evening
- In the evening, two-hour Wind & Wine sunset sail, then a late dinner on your own.
Depart
Breakfast
Morning
- Breakfast and transfer to EYW.
Midday
- Flights after noon.
- Day 5 can serve as a parasail weather fallback only if the flight leaves late enough.
What’s included
- Private double room for four nights
- EYW transfers and local taxi allowance
- Small-group sail/snorkel/kayak
- Tandem parasail
- Shared sunset sail
- Four breakfasts
- A $90 dinner credit
- Lunch on the long boat day
- An admission/transport allowance
Not included
- Flights to and from the meeting airport
- Travel insurance
- Alcohol, shopping and meals not listed
Good to know
- No self-drive car is needed.
- The water operator controls site selection.
- Wildlife sightings and clear water are never guaranteed.
- Snorkeling requires comfort in open water.
- Parasail operator weight and weather rules are confirmed at booking.
- Alcohol on the sunset sail is only available to guests 21+ with ID.
