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GetAway in Key West

Hotels are for tourists.
You're here for something more.

SailAway GetAways offers something most travelers only dream of — your own private yacht anchored just off the shores of downtown Key West. But we’re not just a place to sleep. When you book with us, you’re not only staying overnight in comfort and style, you’re also getting a fully guided day on the water.

Choose how you want to spend it: snorkeling vibrant reefs, sailing with the wind, fishing in turquoise waters, or simply unwinding on deck with a cold drink in hand. Each multi-night stay includes a licensed captain, full access to your yacht, and the freedom to explore the Keys like a local.

It’s a completely new way to travel — one that blends adventure, privacy, and comfort into one unforgettable getaway.

  • Stay aboard a private yacht
  • Daily adventure included
  • Licensed captain provided
  • Unmatched views
  • Comfortable overnight accommodations
"This was our anniversary trip and it couldn't have been more perfect. The sloop was cozy and charming, and being anchored away from the crowd gave us the privacy we were hoping for. During the day, we went fishing and even caught dinner! Everything was taken care of, from meals to gear. It was relaxing, fun, and genuinely unique. We left feeling refreshed and already planning to come back."
Jessica & Alan P., Atlanta, GA
"This was hands-down one of the most memorable trips we've ever taken. Sleeping on the water under the stars was unreal—peaceful, quiet, and absolutely beautiful. The full-day sail was a dream. We explored hidden spots we’d never find on our own, snorkeled in crystal clear water, and the crew took care of everything. It was like a floating boutique hotel with adventure built in. Highly recommend!"
Rachel M., Chicago, IL
"Staying aboard the catamaran was something out of a movie. We woke up to the sound of the ocean and were sailing by mid-morning. The boat was spotless, comfortable, and well-stocked, and the captain made us feel totally at home. Snorkeling was fantastic—we saw so much marine life. I didn’t know a vacation could feel this free and personal. It beats any resort."
Mark T., Denver, CO
"This was our anniversary trip and it couldn't have been more perfect. The sloop was cozy and charming, and being anchored away from the crowd gave us the privacy we were hoping for. During the day, we went fishing and even caught dinner! Everything was taken care of, from meals to gear. It was relaxing, fun, and genuinely unique. We left feeling refreshed and already planning to come back."
Jessica & Alan P., Atlanta, GA
"This was hands-down one of the most memorable trips we've ever taken. Sleeping on the water under the stars was unreal—peaceful, quiet, and absolutely beautiful. The full-day sail was a dream. We explored hidden spots we’d never find on our own, snorkeled in crystal clear water, and the crew took care of everything. It was like a floating boutique hotel with adventure built in. Highly recommend!"
Rachel M., Chicago, IL

SailAway GetAways