The Inspirato Collection has more than 900 vacation options in 175+ of the best destinations in the world. With that much to choose from, it can be a bit daunting for new Inspirato Members to find the perfect place to visit for their first club vacation. To help narrow it down, we’ve outlined five of the most popular destinations in the club’s collection; these destinations are beloved by Inspirato Members for their stunning scenery, boundless activities, and of course great accommodations and service — all the hallmarks of a perfect Inspirato vacation.

Los Cabos, Mexico

The warm weather and blue waters of Baja make Cabo a destination favored by members, no matter their vacation style.

Inspirato Members’ Favorite Activities:

  • Hit the links on one of Cabo’s six championship golf courses
  • Cast a line into the Sea of Cortez, where marlin, tuna, and dorado abound
  • Experience the award-winning Esperanza Spa or indulge in one of the resort’s tequila tastings

Vail, Colorado

A haven for both winter and summer travelers, the Bavarian-style village of Vail is world-famous for its many ski runs, scenic vistas, and a constant variety of events taking place throughout the town.

Inspirato Members’ Favorite Activities:

  • Explore the village’s galleries and shops, offering everything from t-shirts to fine jewelry
  • Ski the back bowls of legendary Blue Sky Basin
  • Kick back with a cocktail after a day of adventure at Inspirato’s Member Lounge

Wailea, Maui, Hawaii

Maui’s southwestern coastline is at its most luxurious in Wailea – a lush, tropical haven for beach lovers, foodies, and spectacular sunsets.

Inspirato Members’ Favorite Activities:

  • Hang ten with a family surfing lesson, or keep your eyes peeled for turtles while snorkeling
  • Experience a Hawaiian tradition with the Grand Luau at Honua’ula
  • Take flight with Blue Hawaiian Helicopters for a bird’s-eye view of the Valley Isle

Tuscany, Italy

The Italians are certainly onto something with the rolling hills, vineyards, cuisine, and historic villas of Tuscany, making it an unmissable vacation not soon to be forgotten.

Inspirato Members’ Favorite Activities:

  • Enjoy a personalized pasta-making class with a chef in your very own residence kitchen
  • Set out on a day trip to Greve in Chianti, Siena, or Florence to revel in classic Tuscan charm
  • See the countryside from above via a highly memorable hot air balloon tour

Grand Cayman, Cayman Islands

With a delightful year-round climate and unbelievably turquoise waters, Grand Cayman offers experiences for everyone both on land and underwater.

Inspirato Members’ Favorite Activities:

  • Walk the sugar-white sands of world-famous Seven Mile Beach
  • Discover the unique flora and fauna in the Queen Elizabeth II Botanic Park
  • Take a snorkeling tour out to Stingray City, where friendly rays await your visit

These five destinations offer the perfect taste of what an Inspirato vacation is all about. And while they are among the most popular for Inspirato Members, the club’s collection includes more than 175 other places to have an unforgettable vacation. Explore all of them and learn more about how Inspirato changes the way our members vacation forever.


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