Make this summer the best in the West. Celebrate the end of the school year with a 7-night stay, June 15 to 22, 2024, in a 3-bedroom, 3-bath luxury unit at the Teton Club, located slopeside at the Jackson Hole Mountain Resort, in Teton Village, Wyoming.

Treat your crew to a real live rodeo, hikes through fields of wildflowers, a soak in granite springs, intimate guided tours of wildlife-packed Yellowstone and Grand Teton National Parks, or a horseback ride through alpine meadows. Then relax with all the amenities and services of the Teton Club, from their famous outdoor hot tubs to their rejuvenating on-site spa.

Sun, surf, and sea turtle-spotting are all on the docket for this idyllic Jupiter Island, Florida getaway. Stay in a waterside, six-bedroom house for five nights, where you'll get to rest, relax, and take in the natural beauty of the barrier island. Beach access and a fishing trip will top off your journey down to the Sunshine State. Surf's up!

Fine print: Dates to be selected from May 2024 to November 19, 2024.

Take in the best views in Big Sky, Montana!

The Shooting Star Cowboy Heaven Cabin is aptly named for its panoramic vistas from every window. Just as jaw-dropping? Its unbeatable ski-in/ski-out access directly onto the Powder River ski slope at Big Sky Resort. With a gas firepit and private outdoor hot tub right on your front porch, you've never stargazed quite like this.

Freshly updated with modern and elegant amenities, the ultra-luxe interior showcases a stylish mix of modern mountain and western décor. Gather in the large open living area, cook up a storm in the fully-loaded kitchen, make memories over long family meals in the open dining area, and lounge by the gas fireplace in the cozy living room.

The main suite features a king bed, private bath and Smart TV. The second bedroom is kid-friendly with a twin-over-queen bunk bed, Smart TV and full hallway bath.

It can all be yours for the second week of Spring Break next year (March 16 to March 23, 2025), or for a mutually agreed-upon week this summer 2024.

Fine print: This property is ski-in/ski-out via the Iron Horse and Pony Express lifts. Early and late season ski access is condition-dependent and may vary.

Treat your group to a fun-filled, four-night stay at HF Bar Ranch in Saddlestring, Wyoming! Heralded by The New York Times, Travel + Leisure, and Town and Country, this 100-year-old destination packs a wallop of fun, with swimming, fly fishing, shooting, hiking, and the mane attraction, horseback-riding for as long as you'd like to be in the saddle. This package includes lodging in a mountain- or creek-facing cabin, three locally-sourced meals a day, Kids Club childcare, and activities for every age. Cap off a long day indulging in the best Big Sky country has to offer with a trip to the saloon or a guided nocturnal tour of local wildlife. How does that sound, partner?

Fine Print: Cabins are three- and four-bedroom. Fly fishing guides are not included.

Enjoy the picturesque Lowcountry with a 5-day stay at a three-bedroom home at Palmetto Bluff, South Carolina. Whether you are looking to cast a line, take a dip in the multiple swimming pools, or hit the trails, you'll be able to zip around the adventure-filled amenities of the Palmetto Bluff Club and Montage Palmetto Bluff on your personal golf cart. Or, if you prefer, you can just sit on the porch and sip some sweet tea, Southern-style.

Fine print: Dates to be arranged with homeowner. 2024 blackout dates include Memorial Day weekend, Fourth of July week (7/1-7/9), and Labor Day weekend. Also available for 2025 stays (schedule and blackout dates forthcoming).

Luxury Cruise to the Keys and Cozumel

Anchors away! Sail the open seas in a luxury suite aboard the festive cruise ship, Margaritaville at Sea Islander.

This floating resort is jam-packed with amenities and activities. It offers a 14-story tropical atrium, a kid- and teen-friendly "Caribbean Amphibian Splash and Slide," pickleball courts, a casino, a salon/spa and more bars and restaurants than you can shake a Tiki Torch at.

The itinerary choices are total tropical fantasies: 2-4 lucky cruisers will float away for 4 or 5 days on fun-and-sun-soaked journeys through the Florida Keys, down to Cozumel, Mexico.

Setting sail this Summer, you'll depart from Port Tampa Bay, first discovering the charming and eclectic beaches and breathtaking coral reefs of Key West. Then, you'll breeze down to the white sands and crystal-clear Caribbean waters of the Mexican island oasis Cozumel, where culture-seekers, adventurers and foodies will find their own personal paradise.

Fine Print: Choose from a 4- or 5-day itinerary. Air travel to Tampa not included.

Are you ready to plan a getaway to the city? You can have the keys to your own one-bedroom apartment in NYC on the Upper East Side for four nights. Ariel and Douglas Frankel, RCS parents of Hudson '32, are opening up their apartment at The Amherst to you. Imagine a summer day in Central Park with a book, a fall visit to The Met and a cozy meal (without a train to catch) or a festive weekend during the holidays with a show and your favorite traditions! Get ready to settle in as a local again.

You will be welcomed to The Amherst, a doorman building with an accessible roof deck and amazing access to the best of NYC. East Side apartment address: 401 East 74th Street, New York, NY 10021

Fine print: Flexible dates to be mutually agreed upon. Expires one year from auction date.

Win a two night stay at the luxurious Mayflower Inn & Spa. Located in the idyllic town of Washington in Connecticut, Mayflower is an exquisite country retreat, nestled in 58 acres of beautifully landscaped gardens and woodland. Just an hour from Bedford, it is renowned as one of the American Northeast's most distinguished luxury hideaways.

While you are there, enjoy delicious breakfasts in the Garden Room. The culinary program at Mayflower is led by Michelin-starred Executive Chef Jose Ramirez-Ruiz, and celebrates elegant rusticity, with menus featuring the finest ingredients from our local Connecticut farms.

Treat yourself to THE WELL at Mayflower Inn, which brings an innovative level of holistic health through its expansive gardens, elevated farm-fresh cuisine, an already renowned spa-and now, a state-of-the-art wellness destination unlike any other. Through restorative spa treatments using East-meets-West healing practices, expert-led health coaching sessions, daily workshops and seasonal retreats, your best self awaits.

Memories are made easily when you stay at this boutique hotel in Litchfield County, a portal to a simpler time, where the definitive measure of the good life is in soul-stirring moments rooted in the idyllic countryside.

Fine print: Certificate includes a Two Night Stay in a Classic Room including Breakfast (excluding weekends and holidays). Spa treatment not included, but recommended!

Outdoor adventurers, we've found your true North. Whether you're aspiring fly fishermen or experienced anglers, this Vermont adventure is the stuff of dreams.

We're offering two half-day fly fishing expeditions for four people on the Battenkill and Mettawee rivers in Manchester and Arlington, VT. Your guide will be the well-known and Orvis-endorsed Brew Moscarello.

Relax after hours in the currents with two nights of lodging at the historic Dorsett Inn. Opened in 1796, this impeccably restored institution is Vermont's oldest continually operating inn.

And that's not all!

You'll also enjoy a $400 gift certificate for dinner at the Restaurant at Hill Farm (or another preferred Manchester/Dorsett restaurant). Nestled in the Equinox Valley, the Restaurant at Hill Farm is a celebration of Southern Vermont. Farm-to table meals are served in a beautiful, lofted barn with a wood-fired oven and sweeping views of the Taconic Mountain Range.

Cast about no further for your ideal getaway.

Fine print: Dates based on guide availability.