The Countdown
On its way, one sunrise at a time
Wheels up February 5–9, 2027. Curaçao is waiting.
The Trip, at a Glance
Three essentials, beautifully simple
A long weekend of sun, salt and celebration, centered around one unforgettable Curaçao home.
- 4 nights
- February 5–9, 2027
- Curaçao
- Dutch Caribbean
- Private villa
Our Curaçao Home
Villa Kokolishi
Coral Estate · St. Willibrordus, Curaçao
Villa Kokolishi · Curaçao
- 01
- 7 bedrooms
- 02
- 7.5 baths
- 03
- private pool
- 04
- ocean views
- 05
- sleeps up to 14
Getting There
Plan your flight to the island
Compare current round-trip results from your airport to CUR. Fares open in a separate live search.
Selected departure
ORD
Chicago · O’Hare International
Airlines to compare
American, Delta or United
Watch for seasonal nonstop service; one-stop options commonly connect through major U.S. hubs.
Estimated round trip
$550–$950 round trip
Budgeting estimate only · not a live fare
ORD
Depart
CUR
Arrive
Search current round-trip flights
Opens Google Flights with your selected route and dates. Results and prices come from the live search, not this website.
Smart time to book
Track now. Watch closely November–December.
Caribbean fares have historically been lowest roughly 26–79 days before departure, with the average sweet spot around 50 days out. Don’t wait for a specific day of the week—use the flight scanner and price tracking to catch a fare that works.
February is a popular Caribbean travel period. Schedules and seasonal routes can change.
Check current faresTip 01
Compare total travel time, connection length and baggage fees—not only the headline fare.
Tip 02
Search nearby departure options separately; ORD may offer a different route mix than MDW.
Tip 03
Confirm that the return itinerary leaves enough time for the villa transfer to CUR.
Secure Your Spot
Payment center
Due no later than
December 18, 2026
Villa payment · $725 per person
Villa payment · $725 per person
Send $725 by Zelle to Tiffany Lairde at (312) 678-7724.
Cost breakdown
Transportation and activity costs will be updated when finalized.
Villa
Confirmed
$725 per person
Island Transportation
Updated when finalized
TBD
Activities
Updated when finalized
TBD
Card payments use Stripe checkout
Stripe handles card information outside this trip website. The applicable processing amount and complete charge will be disclosed before payment is confirmed.
Getting Around
Private driver, seamless arrivals
A private driver and airport transfers are being planned for the group. The final provider, pickup plan, and per-person split will be added after confirmation.
Estimated · subject to confirmation
$800 total
- Driver detailsTBD
- Airport pickup instructionsTBD
- Final group splitTBD
The Itinerary
Five days, shaped around forty
February 5–9, 2027
Land, transfer to the villa, check in, and settle into island time.