Private Island Escape
Whatever your Caribbean fantasy entails, you’ll find it at Sandpiper Beach House. Located on beautiful Davis Bay Beach, this five-bedroom villa offers gorgeous indoor and outdoor living spaces, spectacular views and access to the exclusive amenities at Jumby Bay Resort. Of course, no dream vacation is complete without a private skipper to take you island hopping at a moment’s notice.
Five-bedroom oceanfront home (three kings, two twins)
Beachside infinity swimming pool
Terrace with lounge area
Two golf carts
Two days with private skipper and owners boat
Couples massage at the house
It’s a five-minute drive from V.C. Bird International Airport to the ferry dock, followed by seven-minute boat ride to the private island where Jumby Bay is located.
Date must be mutually agreed upon by both parties
Blackout dates: December 2018 and January 2019
Market value: $86,625
Live it up during the warm, sunny months. Invite friends for a moonlight river cruise with dinner and drinks. And watch the famous Navy Pier fireworks show from the best vantage point in the city. Spend an evening cheering on the Bulls at the United Center. Treat that special someone to an unforgettable dinner at acclaimed steakhouse Maple & Ash, and let the chef spoil you with a tasting menu complete with wine pairings. End your summer of fun with four tickets to see the Cubs continue their winning streak!
Wednesday or Saturday evening cruise on a 50-foot Carver 506 Motor Yacht for 10 guests with dinner and drinks (bidder to choose date and backup in the event of rain)
Chef’s tasting menu for two with wine pairings at Maple & Ash
Four tickets to see the Chicago Bulls
Four tickets to see the Chicago Cubs
Dates for Bulls and Cubs tickets must be mutually agreed upon by both parties
Maple & Ash dinner does not include gratuity
Market value: $7,000
Costa Rica Retreat
Journey to Peninsula Papagayo, an idyllic oasis of lush rainforests and pristine beaches. Learn the true meaning of pura vida at the reimagined Four Seasons Resort Costa Rica and experience all the five-star luxuries this stunning property has to offer. With airfare, accommodations and airport transfers included, this getaway is sure to be a carefree escape to paradise.
Airfare for two
Four-night stay in a Cielo Room at Four Seasons Resort Costa Rica at Peninsula Papagayo with daily breakfast
Transportation to and from airport
Available: May 1, 2018 – December 15, 2018
Blackout dates: July 8 – 12, 2018
Market value: $8,000
I See London, I See France
Pack your passport and skip across the pond to explore two of Europe’s most fabled cities. Begin your adventure in London with a two-night stay at The London Edition and a half-day itinerary customized by world-renowned travel agency Abercrombie & Kent. Next, hop on the speed train and find yourself in the City of Lights. Enjoy two evenings at Hotel Le Bristol Paris with daily breakfast and see the storied sights with a private, half-day tour.
Two nights at The London Edition
Half-day private tour in London
Two first class train tickets from London to Paris
Two nights at Hotel Le Bristol Paris with daily breakfast
Half-day private tour in Paris
Blackout dates: March 1 – 9, May 24 – July 9, September 1 – October 7, December 31, 2018
Market value: $5,000
Villa La Estancia awaits you and your guests. Situated in the heart of Cabo San Lucas, this luxury condo boasts unspoiled ocean vistas from every room. Its prime location on the popular Playa El Médano—a haven for swimmers and sunbathers alike—means you’ll be in close proximity to aquatic activities, cultural attractions, bars and many excellent al fresco dining options.
Six nights in a two-bedroom beachfront condo
Dinner for four at Edith’s
Sunday brunch for four at Flora Farms
Blackout dates: December 16, 2018 – January 4, 2019
Market value: $6,000