Create your trip from Fort Myers to Florida Keys Skip navigation
Welcome - Already a member? Sign in
My Itineraries | My Account | Customer Support | Feedback

 
 Start search over
Change your search
 
Change Travelers
2 Adults
1 Room
Change travelers




TRAVELER TOOLS


Customer Support
Frequently Asked Questions (FAQs)
Create your trip from Fort Myers to Florida Keys
Maps:  Area map view   Hotel map view
  
View trips: 1 - 25  26 - 50  51 - 75  76 - 92  Previous | Next
Sort by: checkedExpedia Picks not checkedPrice not checkedHotel Name not checkedCity not checkedStar Rating not checkedTraveler Opinion
Flight + Hotel Trip
Ocean Pointe Suites at Key Largo

A mangrove forest shelters this 60-acre waterfront resort from the highway in Key Largo, creating a postcard setting of white sand, tropical foliage, and boats ... More lodging info

Hotel promotion - Early Booking Bonus
Total Price: $2025
$1013 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Tavernier, FL
1 Bedr. Suite Island View
Includes: Free Parking, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.0 out of 5
165+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Banana Bay Resort & Marina - Marathon

Near Sombrero Beach and Crane Point Museum and Nature Center, this Marathon property is situated on an island. Another nearby point of interest is The Turtle ... More lodging info

Hotel promotion - Early Booking Bonus—Save 30% on Your Hotel Stay
tip $1458
$729 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Marathon, FL
Garden View Double
Includes: Free Parking
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
30+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Sunrise Suites Resort

This condominium-style, smoke-free resort is 1 mile from Smathers Beach and 2 miles from Higgs Beach. More lodging info

Hotel promotion - Winter Sale! Save 30%
Booked separately: $2064
-
tip $1842
$921 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Key West, FL
Two bedroom condo
Includes: Free Parking, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
65+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Chesapeake Beach Resort

Wide open to sunshine and Atlantic Ocean views, this hotel by the sea in Islamorada features lots of room for tranquil sunbathing. More lodging info

Hotel promotion - Winter Sale! Save 30%
Booked separately: $2517
-
tip $1944
$972 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Islamorada, FL
Garden View w/balcony or patio 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
5+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Heron House

This adults-only hotel is tucked amid lush orchid gardens, a block from Key West’s Duval Street and 4 blocks from Fort Zachary Taylor Park and Beach—famed for ... More lodging info

Hotel promotion - Early Booking Bonus—Save 20% on Your Hotel Stay
Booked separately: $2581
-
tip $2514
$1257 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Key West, FL
Premium Poolside or Garden
Includes: Continental Breakfast, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
65+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Heron House Court

This romantic property is situated in Key West, near Key West Cemetery, Mallory Square, and Duval Street. Additional nearby points of interest include Ernest ... More lodging info

Hotel promotion - Early Booking Bonus—Save 20% on Your Hotel Stay
Booked separately: $2180
-
tip $2128
$1064 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Key West, FL
Standard Queen
Includes: Continental Breakfast
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
55+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Days Inn Key West

This hotel is less than two miles from ocean beaches and Key West Golf Club. More lodging info

Hotel promotion - Early Booking Bonus
Booked separately: $1385
-
tip $1283
$642 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Key West, FL
Two Doubles Smoking
Includes: Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
70+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Radisson Hotel Key West

This six-story hotel, across the street from the Gulf of Mexico and waterside promenade, is three miles from downtown dining, shopping, and entertainment. More lodging info

Hotel promotion - Winter Special
Total Price: $1632
$816 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Key West, FL
Standard room--Promotion 3 Nights Min.
Includes: Free Parking, Free High-Speed Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.1 out of 5
155+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Southernmost On The Beach

Centrally located in Key West, this property is near Key West Lighthouse and Keeper's Quarters Museum, Ernest Hemingway Home and Museum, and Southernmost Point. More lodging info
Booked separately: $2966
-
tip $2760
$1380 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Key West, FL
New Partial Ocean View 2 Queen
Includes: Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
45+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Holiday Inn Key Largo

This Key Largo property is located near Dolphins Plus - Key Largo. Another area point of interest is MarineLab Undersea Laboratory. More lodging info
tip $1589
$795 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Key Largo, FL
King Standard-Advance Purchase Non Refundable 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
10+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
La Siesta Resort & Marina

Near Bud n' Mary's Dive Center, this Islamorada property is situated in the historical district. Another nearby point of interest is Hurricane Monument. More lodging info

Hotel promotion - Weekday Special
Booked separately: $2357
-
tip $2297
$1149 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Islamorada, FL
Two bedroom multilevel
Includes: Continental Breakfast, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
5+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Hawks Cay Resort

This Florida Keys resort is on Duck Key, surrounded by the Atlantic Ocean and the Gulf of Mexico. Key Largo is 46 miles north, and Key West is 61 miles south. More lodging info
Booked separately: $2720
-
tip $2463
$1232 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.5-star Duck Key, FL
Standard Guestroom 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
120+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Key Largo Grande Resort & Beach Club, a Hilton Resort

This resort--with a white-sand beach on the Gulf of Mexico--has a quarter-mile-long boardwalk trail winding through it 12 acres of dense foliage and rare trees. More lodging info
Total Price: $2421
$1211 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Key Largo, FL
Canopy View Room 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
105+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Cheeca Lodge & Spa

Notable for its famous guests, and popular with families and fishing enthusiasts, this plantation-style retreat occupies 27 acres of Upper Matecumbe Key in ... More lodging info
Booked separately: $3180
-
tip $3099
$1550 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.5-star Islamorada, FL
Luxury Resort View Double Queen 		Check in: 01/18/10
Check out: 01/25/10
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
The Reach Resort - Waldorf Astoria Collection

Completing a $37 million renovation in early 2008, this attractive resort is set among the quaint buildings of Key West’s Old Town and features a large private ... More lodging info
tip $2411
$1206 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Key West, FL
Island View Room 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.3 out of 5
90+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Mariner's Resort Villas & Marina, a Keys Caribbean Resort

Just 15 minutes from John Pennekamp State Park and Molasses Reef, a popular dive site, this resort's oceanfront location and 43-slip marina make it an ... More lodging info

Hotel promotion - Early Booking Bonus—Save 40% on Your Hotel Stay
Total Price: $1937
$969 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Key Largo, FL
1 Bedr. Townhome Hammock View
Includes: Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
30+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Islander Resort

This beachfront property is located in Islamorada. Theater of the Sea on Islamorada is an area attraction. Another area point of interest is History of Diving ... More lodging info
Booked separately: $1926
-
tip $1752
$876 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Islamorada, FL
Courtyard Villa w/Lanai
Includes: Continental Breakfast, Free Wireless Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
20+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Holiday Inn Key West

This Key West property is located near Robbie's and Smathers Beach. Another nearby point of interest is Key West Art and Historical Society. More lodging info
Booked separately: $1617
-
tip $1520
$760 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Key West, FL
Standard room-Advance Purchase Non Refundable 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.2 out of 5
20+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Boatman's Sombrero Resort & Marina

This resort and marina is located in Marathon in the middle of the Florida Keys, 50 miles from both Key Largo and Key West. More lodging info

Hotel promotion - Weekday Special
Booked separately: $2099
-
tip $2049
$1025 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Marathon, FL
1 Bedr.Condo King
Includes: Free Parking, Free Wireless Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.4 out of 5
105+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Crowne Plaza La Concha Key West

Centrally located in Key West, this property is near Red Barn Theater, Mallory Square, and Duval Street. Additional nearby points of interest include Ernest ... More lodging info
Booked separately: $2568
-
tip $2377
$1189 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Key West, FL
1 King Bed Leisure Smoking-Advance Purchase Non Refundable 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
35+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
The Westin Key West Resort & Marina

Overlooking the ocean, this Victorian-inspired resort with a 37-slip marina sits at the northwest edge of Key West's Old Town, adjacent to Key West Aquarium. More lodging info
Total Price: $2934
$1467 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Key West, FL
Traditional Guestrooms-Non Refundable 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
45+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Marina Del Mar Resort and Marina

This resort and marina is in the heart of Key Largo, adjacent to the popular restaurant and dance lounge called Coconuts. More lodging info
tip $1843
$922 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Key Largo, FL
Standard Room
Includes: Continental Breakfast
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
75+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Tranquility Bay Beach House Resort

Located between Miami and Key West on the Gulf of Mexico side of the Florida Keys, this tropical 12-acre resort has a private white-sand beach spread along 1 ... More lodging info
Booked separately: $4298
-
tip $4072
$2036 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Marathon, FL
2 BR Waterview Beach House
Includes: Free Parking, Free Wireless Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
35+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Lime Tree Bay Resort

This Islamorada property is located near Long Key State Park. Additional regional points of interest include Dolphin Research Center. More lodging info
Booked separately: $1983
-
tip $1834
$917 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Long Key, FL
Waterfront Studio with patio
Includes: Free Parking, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
50+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
Flight + Hotel Trip
Bayside Inn Key Largo

This Key Largo, FL beachfront hotel on the Florida Bay is within 3 miles of SunCruz Casino and John Pennekamp State Park. More lodging info
Booked separately: $1724
-
tip $1584
$792 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Key Largo, FL
Islandview Double
Includes: Continental Breakfast, Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
85+ reviews
  
Flight Information
American Airlines Fort Myers (RSW) to Key West (EYW)   Depart:01/18/10  7:55 AM - 10:26 AM American Airlines  American Airlines
Key West (EYW) to Fort Myers (RSW)   Return:01/25/10  6:30 PM - 7:25 PM Cape Air
Choose a different flight
View trips: 1 - 25  26 - 50  51 - 75  76 - 92  Previous | Next
** Prices do not include baggage fees or other fees charged directly by the airline.
Expedia Information:  
about Expedia| add your hotel| press room| investor relations| Expedia terms of use| updated privacy policy| about our ads| become an affiliate| advertising| jobs| feedback

Expedia Links:   home| flights| hotels| cars| cruises| earn ThankYou Points| Elite Plus| Egencia| site map
Expedia, Inc. is not responsible for content on external Web sites. ©2009 Expedia, Inc. All rights reserved.
Photos: Getty Images, Corbis
Plus sign (+) means taxes and fees are additional.
International sites:
Australia| Canada| China| Denmark| France| Germany| India| Italy| Japan| Mexico| Netherlands| New Zealand| Norway| Spain| Sweden| United Kingdom