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Key West Sailing Adventure

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Map of Key West Sailing Adventure

Hotels (45)

B&Bs / Inns (93)

Specialty Lodging (21)

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Hotels Travelers Trust

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Travelers' Choice® 2015 Winner Small Hotels
 
Almond Tree Inn (Key West, FL) 3.5 of 5
512 Truman Avenue, Key West, FL 33040
Almond Tree Inn Slideshow
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$312 - $575 Avg. price/night*
Ollie #1 of 45 hotels in Key West
  •  Great visit! 
  • Almond Tree was fantastic! This was my first visit to KW and I was... more
  • February 26, 2015
Professional photos | Traveler photos (587)
Offers & Announcements $20 TripAdvisor Discount
Travelers' Choice® 2015 Winner Romance | Small Hotels
 
Orchid Key Inn (Key West, FL) 3.5 of 5
1004 Duval Street, Key West, FL 33040
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$311 - $530 Avg. price/night*
Ollie #2 of 45 hotels in Key West
Professional photos | Traveler photos (778)
Offers & Announcements $20 TripAdvisor Discount
Travelers' Choice® 2015 Winner Romance Top Value! $75 less than similar hotels in Key West Sailing Adventure
 
Marquesa Hotel (Key West, FL)
600 Fleming St, Key West, FL 33040
Marquesa Hotel Slideshow
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$214 - $509 Avg. price/night*
Ollie #3 of 45 hotels in Key West
Professional photos | Traveler photos (497)
Santa Maria Suites (Key West, FL) 4.0 of 5
1401 Simonton Street, Key West, FL 33040
Santa Maria Suites Slideshow
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$331 - $817 Avg. price/night*
Ollie #4 of 45 hotels in Key West
  •  Wonderful 
  • We had a two bedroom suite and a one bedroom suite both were great. The... more
  • February 26, 2015
Professional photos | Traveler photos (902)
Offers & Announcements 5% off room rate
Eden House (Key West, FL) 3.0 of 5
1015 Fleming Street, Key West, FL 33040
Eden House Slideshow
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$211 - $436 Avg. price/night*
Ollie #5 of 45 hotels in Key West
Professional photos | Traveler photos (745)
Special Price 15% OFF SUN-THUR STAYS
508 South Street, Key West, FL 33040
Southernmost on the Beach Slideshow
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$391 - $754 Avg. price/night*
Ollie #6 of 45 hotels in Key West
  •  Key West Favorite 
  • Upon arrival the room we had thought we booked was not right. We were... more
  • February 25, 2015
Professional photos | Traveler photos (1821)
Offers & Announcements Save up to 15%
320 Simonton Street, Key West, FL 33040
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$238 - $728 Avg. price/night*
Ollie #7 of 45 hotels in Key West
  •  Wonderful Experience 
  • Twelve family members spent a wonderful week at Simonton Court celebrating... more
  • February 24, 2015
Professional photos | Traveler photos (154)
Ocean Key Resort & Spa (Key West, FL) 4.0 of 5
Zero Duval Street, Key West, FL 33040
Ocean Key Resort & Spa Slideshow
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$312 - $789 Avg. price/night*
Ollie #8 of 45 hotels in Key West
Professional photos | Traveler photos (1502)
Offers & Announcements $100 resort credit
1 Duval St, Key West, FL 33040
Pier House Resort and Spa Slideshow
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$298 - $697 Avg. price/night*
Ollie #9 of 45 hotels in Key West
  •  First trip to Key West 
  • A frind recommended Pier House and we thoroughly enjoyed it. Beautiful... more
  • February 25, 2015
Professional photos | Traveler photos (919)
Special Offer 5th Night Free...
Cypress House Key West (Key West, FL) 2.5 of 5
601 Caroline Street, Key West, FL 33040
Cypress House Key West Slideshow
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$212 - $423 Avg. price/night*
Ollie #10 of 45 hotels in Key West
  •  Top shelf all the way! 
  • Spent two night at cypress house and loved it. The experience started... more
  • February 21, 2015
Professional photos | Traveler photos (276)
Special Offer Key West 3 Nights $50...
Southernmost Hotel (Key West, FL) 4.0 of 5
1319 Duval St, Key West, FL 33040
Southernmost Hotel Slideshow
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$302 - $595 Avg. price/night*
Ollie #11 of 45 hotels in Key West
  •  Nice hotel 
  • When we checked in it was early and our room wasn't ready but the staff... more
  • February 24, 2015
Professional photos | Traveler photos (711)
Offers & Announcements Save up to 15%
200 William Street, Key West, FL 33040
The Marker Waterfront  Resort Key West Slideshow
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$354 - $684 Avg. price/night*
Ollie #12 of 45 hotels in Key West
Professional photos | Traveler photos (58)
Special Offer Enjoy a $50 Dining...
2801 N Roosevelt Blvd, Key West, FL 33040
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$291 - $597 Avg. price/night*
Ollie #13 of 45 hotels in Key West
  •  Beautiful rooms 
  • Beautiful grounds and well kept, rooms comfy and pretty, had a few issues... more
  • February 24, 2015
Professional photos | Traveler photos (1579)
Hyatt Windward Pointe (Key West, FL) 3.5 of 5
3675 S Roosevelt Blvd, Key West, FL 33040
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$418 - $765 Avg. price/night*
Ollie #14 of 45 hotels in Key West
  •  Stayed here again! 
  • We went back to Key West this past January and stayed here again. I had... more
  • February 15, 2015
Professional photos | Traveler photos (251)
Key Lime Inn (Key West, FL) 3.0 of 5
725 Truman Ave, Key West, FL 33040
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$190 - $402 Avg. price/night*
Ollie #15 of 45 hotels in Key West
  •  Pleasent Stay 
  • The cottages were very adorable we didn't not have a patio/deck but our... more
  • February 24, 2015
Professional photos | Traveler photos (758)
Special Offer Key West 3 Nights $50...
Silver Palms Inn (Key West, FL) 3.5 of 5
830 Truman Avenue, Key West, FL 33040
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$258 - $485 Avg. price/night*
Ollie #16 of 45 hotels in Key West
  •  Great hotel 
  • We spent 3 nights here. Friendly staff. clean. Convenient location... more
  • February 16, 2015
Professional photos | Traveler photos (684)
3841 North Roosevelt Boulevard, Key West, FL 33040
Key West Marriott Beachside Hotel Slideshow
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$266 - $589 Avg. price/night*
Ollie #17 of 45 hotels in Key West
  •  Great service 
  • Stayed here in a suite for One night. Convenient parking garage. They do... more
  • February 26, 2015
Professional photos | Traveler photos (1279)
Special Offer Stay for Breakfast!
1313 Simonton Street, Key West, FL 33040
BEST WESTERN Hibiscus Motel Slideshow
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$150 - $418 Avg. price/night*
Ollie #18 of 45 hotels in Key West
Professional photos | Traveler photos (622)
Special Offer Stay 2 & Earn a Reward
245 Front St, Key West, FL 33040
Sunset Key Guest Cottages, A Westin Resort Slideshow
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$765 - $1,835 Avg. price/night*
Ollie #19 of 45 hotels in Key West
Professional photos | Traveler photos (566)
Special Offer 5th Night Free & Credit
601 Front Street, Key West, FL 33040
Hyatt Key West Resort and Spa Slideshow
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$375 - $716 Avg. price/night*
Ollie #20 of 45 hotels in Key West
Professional photos | Traveler photos (742)
Offers & Announcements Double Your Points

Additional Key West Sailing Adventure Information

5.0 of 5 stars | 20 Reviews
Price range (per night): $375 - $716