April 7–11, 2027 · Key West, FL
She said yes,
we said Key West.
Natalie's bachelorette weekend — everything you need in one place.
Trip Details
Your boarding pass
Dates are tentative until the house and flights are locked in — but block off the weekend now.
Flights
Find your flight
This links straight to live Google Flights results for ORD → EYW on our dates — prices update in real time and you book directly with the airline or Google.
Search live flights on Google →
Recent round-trip fares on this route have run roughly $300–$450 per person, depending on how far out you book. Book early — this is a shoulder-season week and fares tend to climb closer to the date.
Lodging
Where we're staying TBD
House hasn't been booked yet — this searches Airbnb for 3+ bedroom places that fit our group on our dates so we can pick one together.
See Key West houses on Airbnb →
April is shoulder season in Key West. Comparable 3–4BR homes near town have been running roughly $700–$900/night, which works out to about $400–$500 per person for the 4 nights, split 7 ways.
Budget
Estimated cost per person
Rough planning numbers based on 7 guests, 4 nights, and a mix of home-cooked and restaurant meals. Actuals will move once the house and flights are booked.
Round-trip flight (ORD–EYW)~$350
Lodging (4 nights, split 7 ways)~$460
Food & groceries (4 days)~$240
Estimated total
~$1,050
Doesn't yet include activities, a bachelorette dinner, boat day, or décor — we'll firm those up once the group is set.
Itinerary
The weekend TBD
Nothing's locked in yet — here's a placeholder shape for the weekend.
Wed · Apr 7
Arrival
Fly in, check into the house, welcome drinks.
Thu · Apr 8
Beach day
Details coming soon.
Fri · Apr 9
Boat day / sunset sail
Details coming soon.
Sat · Apr 10
Bachelorette dinner + Duval Street
Details coming soon.
Sun · Apr 11
Departure
Brunch, pack up, fly home.
Packing
What to bring
- Swimsuits (bring 2+)
- Sunscreen (reef-safe for the boat day)
- A white or sunset-toned outfit for photos
- Comfortable sandals for Duval Street
- Something bachelorette-party themed
- Portable charger — you'll be out all day
RSVP
Let us know you're in
Reply to the group text or text Olivia directly once your flight's booked so we can lock the headcount for the house.
Text your RSVP →