Destinations
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Miami Heat
$2500From the trendy nightlife of South Beach, the eye candy of the Art Deco district, the bustle of Calle Ocho, and the energy of Little Havana, Miami is on fire!
You and a travel buddy can enjoy a mix of international sophistication, diverse neighborhoods brimming with vibrant sights, sounds and flavors, outdoor adventures in lush landscapes, pristine beaches and picture-perfect weather. Explore Miami in a unique way with a half-day tour for two (2) with your own private chauffeur in a classic convertible. View landmarks such as the Versace Mansion, Millionaire's Row, South Beach Art Deco highlights, Coconut Grove, and more. Your itinerary may be customized according to your own personal preference but plan for a coffee break in Little Havana as well as souvenir photo stops.
For a dinner to remember, hit up Barton G. The Restaurant Miami Beach, where the philosophy is dining is a cause for celebration. Their team of award-winning chefs, designers, and producers create meals not only to satiate the appetite but to stimulate all the senses. Featuring contemporary twists on comfort food, Instagram-worthy presentations, and interior design elements such as beautiful orchid walls, rare imported stones and artistic high-end finishes, Miami's first multisensory restaurant is memorably unique.
Do more of your own exploring or relaxing during your 3-night stay in a cool and comfortable standard king room at Novotel Miami Brickell. Located in Downtown Miami with easy access to the very best of the city, the hotel combines design and convenience to provide a welcoming and relaxing environment where travelers can truly unwind. Take in the stunning views, enjoy a sublime meal at Prime by Butler, and relax at the Miami rooftop pool, your stay at the Novotel promises to be as productive or as relaxing as you desire.
Package includes a $200 Gift Card to Barton G. The Restaurant. Experience must be booked within one year of the purchase date and actual travel date must occur within two years of the purchase date. Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel.
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Food and Wine Healdsburg
$3500A trip for your taste buds! Head to Healdsburg, California with a companion for a luxurious wine and dine experience.
Start your sipping with a private tasting of The Setting Wines at Bacchus Landing either in the California sunshine on the beautiful open piazza or in The Setting private cabana. Established in 2014, The Setting is a collection of luxury wines created by three friends; Jeff Cova, Noah McMahon, and winemaker Jesse Katz. Jesse was the first winemaker to make the Forbes "30 under 30" list, has multiple 100 point wines to his name, is recognized as the "Winemaker to the Stars", and has sold the two most expensive bottles of wine ever sold. The scenery at Bacchus is the perfect place to sit back and relax while you sip.
Next, experience Jesse's passion project inspired by his experience traveling the world with his famous photographer father, Andy Katz, at the Aperture gallery and tasting lounge. You will be greeted with a glass of French grower Champagne upon your arrival and you will go on to explore a customized range of the winery's most limited production and highly coveted offerings in the newly designed luxury space, with floor-to-ceiling windows overlooking the estate vineyards. The flight of wines will be served alongside seasonal food pairing accompaniments.
Experience fine Wine Country cuisine at The Matheson Healdsburg with their Premier Experience of a 5-course tasting menu by Dustin Valette, paired with the award-winning wines of The Setting, Aperture, and Valette. But don't forget to explore The Matheson Wine Wall to choose your own adventure from their 88 wine selections. Enjoy a sweet finale with a hand-crafted cocktail, cordial, or port wine.
All of this can be enjoyed during your 3-night weekday stay at Hotel Trio Healdsburg in a studio king suite. Start slowly each day with the included breakfast for two and feel free to play with amenities like bocce ball, bicycles, fire pits, an outdoor pool, and a fitness center. The hotel is ideally located one mile from Historic Healdsburg Plaza with a shuttle service, so you can explore all of the local farm-to-table dining and shopping; or head out to nearby hiking trails, kayaking, and hundreds of wineries.
Trip must be booked within one year of the purchase date and actual travel date must occur within two years of the purchase date. Reservations are subject to availability, blackout dates, and major holidays. Blackout dates are November 23-25, December 25 & 31. Additional dates may apply. Reservations must be booked 60 days in advance of travel. All air and ground transportation is the responsibility of the winner unless otherwise stated.
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Chicago Luxury for a Night
$875Live in the lap of luxury for a night in the Windy City!
Stay one (1) night at The St. Regis Chicago - opened in 2023, this location is The St. Regis' debut in the Midwest and has been called "a beacon of innovative style and modern glamour...representing a new standard for luxury". Located in the Lakeshore East neighborhood, when you venture out of you King Room, you'll have walkable access to Millennium Park and many other notable Chicago landmarks. The St. Regis Chicago upholds the city's reputation as a superb dining destination with two signature restaurants and you will have $350 towards a meal at the restaurant of your choosing. Experience some of Chicago's most innovative Tuscan Italian cuisine and its spectacular views, from Tre Dita, led by award-winning Chef Evan Funke. Or indulge in all-day dining and Japanese-inspired dishes atop two outdoor terraces at Miru, led by esteemed Chef Hisanobu Osaka and Netflix's School of Chocolate winner, Pastry Chef Juan Gutierrez. You might find it hard to go back home after this night of indulgance!
Stay and dining must be booked two weeks prior to the stay - winner to specify which restuarant they would like to eat at.
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Nick's Place Montana
$3850Here is your chance to see what Nick loved so much about the mountains!
Although he didn't have the chance to own his own ranch, his friends are keeping his dream alive at their Montana property, which they have affectionately named "Nick's Place". Stay at "The Lodge" - a historic ranch home in Livingston, MT for four (4) nights. Keep it a cozy couple's trip or make it an adventure with a group up to 10! This recently updated, three bedroom, loft, and 2.5 bathroom lodge provides a high level of comfort for you and your guests, as well as a multitude of outdoor activities just a stone's throw away. While you're in town, don't miss the chance to see Yellowstone, a true wonder of the west.
When you watch the sun come up over the mountains from the window of Nick's Place, you'll be reminded of the lessons Nick taught us all: Appreciate the outdoors; Smile; Have fun; Say 'yes' to new adventures; and Drink Bulleit Bourbon. Everyone who visits Nick's Place will make memories to last a lifetime.
Check out VRBO Property # 3828087 for more details and reviews. Some Blackout Dates during June and July 2025. Must be redeemed by December 2025. No pets allowed.
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Little Italy Experience
$660Experience Chicago's Little Italy Neighborhood with this fun and food filled package!
Enjoy a two (2) night stay at the newly opened hotel, The Neighborhood Hotel Little Italy - a chic, peaceful nest in the middle of downtown Chicago! Make it a couple or family getaway cause you'll have all the amenities you need in your 1 Bedroom Suite that can sleep up to 4 with a king bed + sleeper sofa. Get settled in and walk across the street to taste the traditional & unpretentious Italian cuisine at Peanut Park Trattoria, utilizing your $100 gift card.
After a good night sleep, explore the Little Italy neighborhood and refuel for lunch at Pompei down the street with your $50 gift card. This casual, family-owned spot has been serving cafeteria-style Italian eats & desserts since 1909. Save some energy to catch at show at the nearby Thalia Hall - a historic landmark located in the Pilsen neighborhood. Originally opened in 1892 offering a hall for the community, this property was re-established in 2013 as a venue for all types of shows. You have four (4) VIP tickets to a show of your choice, along with a complimentary drink ticket for each of you.
La vita รจ bella!
Hotel stay not valid on holidays; must redeem before 7/1/2025. Some show restrictions apply for Thalia Hall. Please email about the event you'd like to attend at least two weeks in advance. Valid through September 1, 2025.