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Sip & Sail Getaway in the Florida Keys

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  • Key West, Florida, USA

  • 2 nights

Grade 1 - Relaxing

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Set sail for an island-style getaway with your favorite crew in the Florida Keys. Soak up the sun from your own private three-bedroom villa’s sandy terrace while sipping refreshing Crook & Marker beverages before embarking on a three-hour sunset sail and snorkel with Sunset Watersports. Sail out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. Plus, the cruise offers cocktails and bites for the trip, so grab a tropical mixed drink, eat and dance to a live performance from one of the island's best entertainers while enjoying the legendary Key West sunset. You'd be hard-pressed to find a more lush island escape than a stay at Parrot Key Hotel & Villas.

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Sail out to Key West’s best reef location where you are welcome to jump in and enjoy an evening snorkel + food, drinks and entertainment! 

  • Enjoy in-room welcome amenity care of Crook & Marker 
  • Taste the tropics at the outdoor grill and pool bar, The Grove (open for all-day dining)
  • Four glimmering pools nestled among private sculpture gardens
  • Explore the waters near Key West on a special sunset & snorkeling group trip including cocktail and bites
  • Eat and dance to a live performance from one of Key West’s best entertainers while enjoying the legendary sunset



The resort fee includes: 

  • Lounge chairs and beach towels for use at Smathers Beach (one per guest)
  • Scheduled shuttle service to Smathers Beach and Duval Street
  • Premium Wi-Fi access throughout resort
  • Welcome beverages on arrival
  • Unique welcome drink
  • Poolside refreshments served daily
  • Poolside snacks served hourly
  • Pool towel use 
  • Two bottles of water in-room
  • Discounts on watersports activities accessible onsite
  • Area activity discounts
  • High-speed Wi-Fi
  • Sonifi in-room sound system
  • Kalpods pool & beach service
  • Plush bathrobes
  • Daily happy hour discount 4-6 pm
  • 20% discount at Key West Comedy Club
  • The Keys to Key West Pass including exclusive discounts and complimentary offers available from the Concierge Desk

*Subject to change without notice


Deposit Policy

Reservation must be confirmed with a valid major credit card to guarantee the reservation. There is a one-night room and tax deposit at the time of booking.

Cancellation Policy

Individual reservations must be canceled 7 days prior to arrival or a penalty of the first-night room rate and tax will be retained by the hotel. Parrot Key Hotel & Villas does not extend refunds for a no-show or early check-out. A no-show or early check-out will result in forfeiture of the full deposit and revenue associated for entire stay. Reservations cannot be changed inside the 7-day travel window. A no-show, date change, or early check-out will result in forfeiture of the full deposit. Parrot Key Hotel & Villas encourages visitors to use travel insurance if a cancellation or reservation change will be a concern during their travel.

*Must be booked 14 days ahead of arrival. Blackout dates apply.