• 7-night stay for up to 10 guests in a restored, air-conditioned 14th-century stone chateau near Saint-Emilion, Bordeaux
• 5 bedrooms and 5 bathrooms, surrounded by vineyards, woods and gardens
• Large private outdoor pool and outdoor kitchen
• Private wine, cheese and charcuterie pairing for up to 10, featuring the chateau's Grand Cru estate wines

Spend a week with up to ten guests in a fully restored stone chateau, surrounded by the vineyards of one of the world's most celebrated wine regions: historic grandeur with modern comfort. Just five minutes from the village of Saint-Emilion and near the banks of the Dordogne River, your chateau is surrounded by vineyards, woods and gardens, with five bedrooms and five bathrooms so there is room for everyone.

Saint-Emilion dates back to the 8th century and is built entirely from local limestone. A UNESCO World Heritage site, in 1999 it became the first wine-growing region in the world to be named a UNESCO cultural landscape.

Gather around the outdoor kitchen for long dinners together, cool off in the large private pool, and retreat to modern comforts like air conditioning, a fully equipped kitchen and your own private patio or balcony. The highlight of your stay is a private wine, cheese and charcuterie pairing for your group featuring the chateau's own Grand Cru estate wines.

Good to know: Stays are 7 nights, Saturday to Saturday only. Reservations must be made at least 60 days before travel and are subject to availability. Travel must be booked within 12 months of the winner's notification and completed within 24 months. Blackout dates: the weeks of Easter, Thanksgiving, Christmas and New Year's. A 2,500 euro damage deposit is charged to a credit card at check-in. Airfare and transportation are not included. The exact chateau may vary based on availability; any substitute will be of equal value and quality. Winners receive a redemption certificate and booking instructions by email within 15 business days after the event. Package is non-refundable and may not be transferred or resold; reservations are final once confirmed.

• 7-night stay for up to 10 guests in a restored, air-conditioned 14th-century stone chateau near Saint-Emilion, Bordeaux
• 5 bedrooms and 5 bathrooms, surrounded by vineyards, woods and gardens
• Large private outdoor pool and outdoor kitchen
• Private wine, cheese and charcuterie pairing for up to 10, featuring the chateau's Grand Cru estate wines

Spend a week with up to ten guests in a fully restored stone chateau, surrounded by the vineyards of one of the world's most celebrated wine regions: historic grandeur with modern comfort. Just five minutes from the village of Saint-Emilion and near the banks of the Dordogne River, your chateau is surrounded by vineyards, woods and gardens, with five bedrooms and five bathrooms so there is room for everyone.

Saint-Emilion dates back to the 8th century and is built entirely from local limestone. A UNESCO World Heritage site, in 1999 it became the first wine-growing region in the world to be named a UNESCO cultural landscape.

Gather around the outdoor kitchen for long dinners together, cool off in the large private pool, and retreat to modern comforts like air conditioning, a fully equipped kitchen and your own private patio or balcony. The highlight of your stay is a private wine, cheese and charcuterie pairing for your group featuring the chateau's own Grand Cru estate wines.

Good to know: Stays are 7 nights, Saturday to Saturday only. Reservations must be made at least 60 days before travel and are subject to availability. Travel must be booked within 12 months of the winner's notification and completed within 24 months. Blackout dates: the weeks of Easter, Thanksgiving, Christmas and New Year's. A 2,500 euro damage deposit is charged to a credit card at check-in. Airfare and transportation are not included. The exact chateau may vary based on availability; any substitute will be of equal value and quality. Winners receive a redemption certificate and booking instructions by email within 15 business days after the event. Package is non-refundable and may not be transferred or resold; reservations are final once confirmed.

• 7-night stay for up to 10 guests in a restored, air-conditioned 14th-century stone chateau near Saint-Emilion, Bordeaux
• 5 bedrooms and 5 bathrooms, surrounded by vineyards, woods and gardens
• Large private outdoor pool and outdoor kitchen
• Private wine, cheese and charcuterie pairing for up to 10, featuring the chateau's Grand Cru estate wines

Spend a week with up to ten guests in a fully restored stone chateau, surrounded by the vineyards of one of the world's most celebrated wine regions: historic grandeur with modern comfort. Just five minutes from the village of Saint-Emilion and near the banks of the Dordogne River, your chateau is surrounded by vineyards, woods and gardens, with five bedrooms and five bathrooms so there is room for everyone.

Saint-Emilion dates back to the 8th century and is built entirely from local limestone. A UNESCO World Heritage site, in 1999 it became the first wine-growing region in the world to be named a UNESCO cultural landscape.

Gather around the outdoor kitchen for long dinners together, cool off in the large private pool, and retreat to modern comforts like air conditioning, a fully equipped kitchen and your own private patio or balcony. The highlight of your stay is a private wine, cheese and charcuterie pairing for your group featuring the chateau's own Grand Cru estate wines.

Good to know: Stays are 7 nights, Saturday to Saturday only. Reservations must be made at least 60 days before travel and are subject to availability. Travel must be booked within 12 months of the winner's notification and completed within 24 months. Blackout dates: the weeks of Easter, Thanksgiving, Christmas and New Year's. A 2,500 euro damage deposit is charged to a credit card at check-in. Airfare and transportation are not included. The exact chateau may vary based on availability; any substitute will be of equal value and quality. Winners receive a redemption certificate and booking instructions by email within 15 business days after the event. Package is non-refundable and may not be transferred or resold; reservations are final once confirmed.

• In-home wine tasting for up to 12 guests from PRP Wine
• Caymus Vineyards 2023 Napa Valley Cabernet Sauvignon (750 mL)
• Caymus Vineyards 2023 Cabernet Sauvignon (750 mL)
• Caymus Vineyards 2023 Cabernet Sauvignon (1 liter)
• Caymus Vineyards 2023 California Cabernet Sauvignon (750 mL)

Caymus is one of the best-known names in California Cabernet, and this lot gives you four bottles from the 2023 vintage to compare side by side.

Invite eleven friends for an in-home tasting led by PRP Wine, then open the Caymus to finish the night.

Good to know: Tasting guests must be 21+. Schedule your tasting with PRP Wine.

• In-home wine tasting for 14 to 18 guests from Wines for Humanity
• 2017 Kokonor Cabernet Sauvignon
• 2019 Austin Hope Paso Robles Cabernet Sauvignon
• 2022 Faust Napa Valley Cabernet Sauvignon
• 2022 Rutherford Hill AJT Collection Cabernet Sauvignon
• The Prisoner Napa Valley Cabernet Sauvignon
• 2023 Stag's Leap Wine Cellars Napa Valley Cabernet Sauvignon, Judgment of Paris 50th Anniversary label
• 2019 St. Supery Napa Valley Estate Cabernet Sauvignon
• 2014 Tom Eddy Elodian Napa Valley Cabernet Sauvignon
• Sueno Profundo Reserve Napa Valley Cabernet Sauvignon
• Two bottles of 2007 Guilliams Spring Mountain District Cabernet Sauvignon
• 2009 Fiancetto Boomer Loam Howell Mountain Cabernet Sauvignon

Twelve bottles of Cabernet, nearly all from Napa Valley, including well-aged bottles from 2007, 2009 and 2014 and a Stag's Leap Wine Cellars bottle with the label marking 50 years since the 1976 Judgment of Paris.

Wines for Humanity brings an in-home tasting for up to 18 guests, so you can share the collection with a crowd or keep it for yourself.

Good to know: Tasting guests must be 21+.

• In-home wine tasting for up to 12 guests from PRP Wine
• Four $25 Sunset Foods gift cards
• $25 gift certificate to Le Laurelli Home's Lending Elegance rental collection, plus two oyster napkin rings
• Poppy Farms gift basket: 5 hand-poured fall seasonal soy candles and specialty matches

Everything you need to throw a beautiful party. Pick up the food at Sunset Foods, borrow serving pieces from Le Laurelli Home's Lending Elegance rental collection in Libertyville, and set the mood with five hand-poured organic soy candles from Poppy Farms.

Then let PRP Wine run the entertainment with an in-home tasting for up to 12 guests.

Good to know: Tasting guests must be 21+. Le Laurelli certificate applies to rentals of $50 or more and is redeemable in store only.

• Wine flights for up to 4 adults at Lynfred Winery Highland Park
• Wine tasting for up to 6 adults at Lynfred Winery Roselle
• Lux Wine Tasting for 4 at Cooper's Hawk or Piccolo Buco, with gourmet chocolate truffles
• Wine tasting event for up to 6 at The Joyful Gourmet in Libertyville: four 2-oz pours, a full glass of your favorite, and a meat and cheese board

Four outings for the wine lover. Enjoy flights at Lynfred's Highland Park tasting room and a hosted tasting for six at the original Lynfred Winery in Roselle.

Sample Cooper's Hawk's most prestigious wines with chocolate truffles at any Cooper's Hawk or Piccolo Buco, then gather five friends at The Joyful Gourmet in Libertyville for a tasting with a meat and cheese board.

Good to know: All tastings 21+. Lynfred Highland Park: reservation required; that location only; use in one visit; expires 10/31/2027. Lynfred Roselle: valid through 10/30/2027;reserve 2 to 3 months in advance; January through November only; Roselle location only; present certificate on arrival; cancel at least 48 hours ahead to reschedule. Cooper's Hawk: no reservation needed for the tasting; dinner reservations recommended. .

• 2021 Kosta Browne Sonoma Coast Pinot Noir
• 2024 Far Niente Napa Valley Chardonnay
• 2017 Padis Vineyards Napa Valley Cabernet Sauvignon, Oak Knoll District
• 2019 Paradiso di Cacuci Brunello di Montalcino Riserva
• 2006 Beaulieu Vineyard Reserve Tapestry
• Robert Biale Vineyards Beatty Ranch Zinfandel
• 2002 Rutherford Hill Vintage Zinfandel Port

Seven bottles for the serious collector, from the Sonoma Coast to Tuscany. Highlights include a Kosta Browne Pinot Noir, a Far Niente Chardonnay, a Brunello di Montalcino Riserva, and a 2006 BV Reserve Tapestry with nearly twenty years of age.

Finish the dinner party with a 2002 Rutherford Hill Vintage Zinfandel Port.

Good to know: Must be 21+.

• Private Pilates class for up to 12 people, with light refreshments and gift bags, at Club Pilates East Lake Forest
• In-home wine tasting for up to 12 guests from PRP Wine

The perfect girls' night, or guys' night. Book a private Pilates class for up to 12 friends at Club Pilates East Lake Forest, with light refreshments and a gift bag for each guest.

Then reward yourselves with an in-home wine tasting for the same group from PRP Wine.

Good to know: Tasting guests must be 21+. Schedule each experience directly with the provider.