Private Wine Tasting at The Town Cellar

Gather up to 14 guests for a private wine tasting at The Town Cellar's tasting room in Darien. This 2 hour experience, led by one of the shop's expert sommeliers, offers a lively and engaging opportunity to explore exceptional wines in a welcoming setting.

The tasting includes a guided discussion of 5 to 6 wines, accompanied by light nibbles, as you and your guests sample a range of varietals from around the world. Along the way, you will learn about the wines' producers, terroir, and the stories behind each bottle, making this an experience that is both enjoyable and enriching.

Known as a destination for wine and spirits in downtown Darien, The Town Cellar is celebrated for its thoughtfully curated collection from artisan producers committed to both craftsmanship and responsible stewardship of the land. Guests will also enjoy a 10% discount on wines purchased in the shop that evening.

A wonderful experience for wine lovers, dinner hosts, or anyone looking to gather friends for a memorable night out.

Okemo Mountain Ski In Ski Out Escape

Enjoy a memorable 3 night stay in a beautifully appointed ski in ski out condo at Okemo Mountain Resort. Located at the very top of Sachem Trail, one of the highest condo locations on the mountain, this exceptional retreat offers sweeping sunrise views down the valley and the kind of mountain access that makes a getaway feel effortless.

Designed for both adventure and relaxation, the condo features A plus finishes, sleeps up to 8 guests with one queen bed and six bunks, and includes an outdoor hot tub that is perfect for unwinding after a day on the slopes. Whether you are planning a winter ski trip or a warm weather mountain escape, Okemo offers year round beauty and recreation in the heart of Vermont.

A wonderful opportunity to enjoy time away with family or friends in a setting that combines comfort, scenery, and the best of mountain living.

Must be booked on a mutually agreed upon date.

Last Week Tonight with John Oliver

Be part of the live audience for Last Week Tonight with John Oliver and experience the show's sharp humor and behind the scenes energy in person. This package includes two tickets to a live taping, offering a rare opportunity to see the production up close, from the lively crowd to the real time filming of one of television's most talked about late night shows.

Taping takes place on Saturdays at 5:00 PM. Dates are subject to availability.

Private Fishing Charter for 4 with Captain Jon

Head out on Long Island Sound for an unforgettable 4 hour striped bass fishing adventure aboard the newly repowered Osprey. You and up to three friends or family members will join Captain Jon on his 26 foot Pursuit in pursuit of the spring run of striped bass, making this a memorable outing for both experienced anglers and those simply looking for a great day on the water.

This private charter includes all rods, reels, bait, and tackle, so all you need to bring is your enthusiasm for the catch. Children age 8 and up are welcome, making this a wonderful experience to share with family as well as friends.

The best time for trophy stripers is late April through May, and the date will be arranged by mutual agreement between the winning bidder and Captain Jon.

A terrific local experience that combines adventure, scenery, and the excitement of fishing Long Island Sound.

Private Cruise on Long Island Sound

Enjoy a morning or afternoon cruise out of Rowayton aboard a traditional New England powerboat for up to 4 guests. Hosted by skipper and owner Marty Buccolo, a valued member of our Board of Directors, this experience offers a relaxed and memorable way to spend time on the water with family or friends.

Whether you are taking in the coastline, enjoying the sea air, or simply looking for a special local outing, this private cruise offers the charm and ease of a classic New England boating experience. It is a wonderful opportunity to slow down, enjoy the beauty of Long Island Sound, and create lasting memories in a setting close to home.

Date to be mutually agreed upon.
Available Fall 2026 or Spring 2027.

Private Book Club Night at Elm Street Books

Gather your readers for a special after hours Book Club Night at Elm Street Books. From 6:00 to 8:00 PM, your group of up to 12 guests will enjoy a private evening in one of the area's most beloved bookstores, complete with complimentary wine and cheese and the charm of browsing after the doors have closed to the public.

A knowledgeable bookseller will moderate the discussion of the book your group selects, or help choose a title for you. Each attendee will receive a 10% discount on the book selected for the event or for your next book club pick, as well as 10% off all items purchased the night of the event. Your group will also receive a curated selection of recommendations for your next book club read.

A wonderful experience for book lovers looking to gather, discuss, and celebrate the joy of reading in a warm and inviting setting.

Events may not be scheduled in November or December.

Eve Taben events@elmstreetbooks.com 203.966.4545

https://www.elmstreetbooks.com/

Skeet Shooting Experience for Two at Wee Burn Country Club

Enjoy an exciting outing for two guests at Wee Burn Country Club with a member host, featuring your choice of trap, skeet, or sporting clays, a classic experience often described as golf with a shotgun. Whether you are experienced or trying it for the first time, this promises a memorable day of skill, focus, and fun in a beautiful club setting.

After your shooting session, unwind with lunch and drinks at the Club, giving you the chance to relax, compare highlights from the day, and enjoy the full experience of one of the area's distinguished private clubs.

This is a wonderful item for anyone who enjoys the outdoors, sporting traditions, or unique experiences shared with a friend.

This is a seasonal activity and must be scheduled with the host between October 2026 and March 2027.

Delamar Mystic Waterfront Getaway

Enjoy a luxurious weekend stay for two couples at Delamar Mystic, a stunning waterfront boutique hotel beside Mystic Seaport Museum.

This package includes two rooms for Friday and Saturday night, along with Saturday dinner for four at the hotel's on site restaurant excluding beverages.

Guests will also enjoy complimentary admission to Mystic Seaport Museum, access to the guest only swimming pool with outdoor bar, and use of the fitness facility.

Set along the water with beautiful views and easy access to one of Mystic's most beloved destinations, this is a wonderful opportunity to relax, explore, and enjoy a memorable coastal escape.

Expires December 30, 2026.

Roundtrip Airport Service with Paramount Limousine

Travel in comfort and style with Paramount Limousine, a premium private transportation service offering seamless roundtrip airport transfers for up to 4 people. With professional drivers, punctual service, and luxury vehicles, this package makes it easy to begin and end your trip with ease.

Whether traveling for business or pleasure, this experience offers the convenience of dependable door to door service and the comfort of a polished private ride. A wonderful item for anyone looking to take the stress out of airport travel and enjoy a smoother journey from start to finish.

paramount-limo.com/

Gold Coast Mahjong Club Gift Certificate

Enjoy a fun and social experience with a $100 gift certificate to Gold Coast Mahjong Club, where timeless tradition meets modern connection. Whether you are brand new to the game or already know your craks and bams, this is a wonderful opportunity to learn, play, and connect in a welcoming setting centered around the joy of American Mahjong.

Known for bringing people together across Fairfield County through beginner lessons, social events, private gatherings, and community pop ups, Gold Coast Mahjong Club makes the game approachable, lively, and memorable. With a modern take on a classic pastime, the club creates experiences that are as much about laughter and connection as they are about strategy and play.

A great item for both beginners and experienced players looking to enjoy a lively community and a game that brings people together.

goldcoastmahjongclub.com/

Bayonne Golf Club Experience for Four

Enjoy an unforgettable day of golf with this exclusive experience for four at Bayonne Golf Club. Set on a spectacular waterfront course with sweeping views of the Manhattan skyline, Bayonne offers a round that is as memorable for its setting as it is for the golf itself.

Your day begins with a scenic ferry ride to the club, setting the tone for a truly distinctive outing from the moment you arrive. After your round, relax and enjoy lunch at the club, making this a complete experience that combines exceptional golf, beautiful surroundings, and time well spent with friends or fellow players.

A remarkable opportunity to enjoy one of the region's most striking courses in a setting that feels both special and unforgettable.

Please note: Caddie fees are not included and must be paid by players on the day of the outing.

Golf and Lunch for Three at Shorehaven Golf Club

Set along the water with a beautiful course and classic club atmosphere, Shorehaven offers a memorable outing for golfers who appreciate both the game and the setting. Enjoy a round at one of the area's well-regarded private clubs, followed by lunch with your host.

Whether shared with friends, clients, or fellow golf enthusiasts, it promises a relaxed day of recreation, conversation, and time well spent.

Available on any day except Sundays and holidays.

Expires May 2027

Golf for Four at Woodway Country Club

Enjoy a round of golf for four players at Woodway Country Club in Darien, home to one of Connecticut's top ranked 18 hole courses. This is a wonderful opportunity to experience a highly regarded private club known for its beautiful course, strong reputation, and memorable day on the links.

Tee times are available Tuesday through Thursday without a member, offering a rare chance to enjoy the course with flexibility and ease. Your outing also includes access to the Halfway House for mid round refreshments, adding to the comfort and enjoyment of the day.

A terrific item for avid golfers, clients, or friends looking to share an exceptional golf experience.

Please note: Caddie and gratuity are not included.

Valid through May 1, 2027

Golf for Four at Woodway Country Club

Enjoy a round of golf for four players at Woodway Country Club in Darien, home to one of Connecticut's top ranked 18 hole courses. This is a wonderful opportunity to experience a highly regarded private club known for its beautiful course, strong reputation, and memorable day on the links.

Tee times are available Tuesday through Thursday without a member, offering a rare chance to enjoy the course with flexibility and ease. Your outing also includes access to the Halfway House for mid round refreshments, adding to the comfort and enjoyment of the day.

A terrific item for avid golfers, clients, or friends looking to share an exceptional golf experience.

Please note: Caddie and gratuity are not included.

Valid through May 1, 2027

Golf for Three at Country Club of Fairfield

Enjoy an unforgettable round of golf for three at the exclusive Country Club of Fairfield, accompanied by your member host who is a wealth of golfing history, stories, inside industry insights and entertainment.

This is a wonderful opportunity to experience one of the area's distinguished private clubs while enjoying a memorable day on the course in a beautiful setting.

This package includes greens fees as well as food and beverage, making it a complete and enjoyable outing from start to finish. Whether shared with friends, family, or fellow golfers, it offers the perfect combination of recreation, hospitality, and time well spent.

Caddie fees are additional and must be paid in cash on the day of play.

Date to be coordinated and confirmed with the host member. Good for 2026 golf season.

We are luxury travel advisors, specializing in crafting unforgettable journeys around the world.

We will craft a unique, customized itinerary for you and your family. We work with our partners from all over the world to give you the best care and amenities along the way.

$500 certificate for customized itinerary anywhere in the world

Auction item also includes:

Design toiletry bag, Ultima hydro packets, Universal adapter, travel bottles & more fun travel items

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