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The island’s boisterous history, free-spirited outlook and unique “Floribbean” vibe are powerful draws for all kinds of visitors, whether you’re into water-sports, night-life, nature, or art.
05:00 am
Arrive
Flight Arrives in Key West, Florida
06:00 am
Check-in
at DoubleTree Resort by Hilton Grand Key
06:30 am
Nap
08:15 am
Breakfast
Breakfast at the Hotel
10:00 am
Key West
See wild sharks, dolphins, stingrays and other marine life in action on this Key West boat tour that lets you get up close while staying dry. Slip on provided polarized sunglasses for prime viewing of these amazing creatures, and keep your camera handy as the captain drops bait to lure a variety of sharks right to the side of the boat for a safe yet thrilling swarm.
Location:
Opal Key Resort & Marina, 245 Front St, Key West, FL 33040, USA
12:30 pm
Lunch
at Bad Boy Burrito
14:00 pm
Key West
An educational parrot sanctuary that has been open to the public for 35 years. They rescue, rehome, train parrots.
Location:
518 Elizabeth Street, Key West. Florida 33040
16:30 pm
Key West
Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view.
Location:
205 Elizabeth St, Key West, FL 33040, USA
19:00 pm
Dinner
at Louie’s Backyard
21:00 pm
Key West
Largest beach runs along the southern shore of the island for almost 2 miles. Beach activity ranges from tanning, volleyball, and watersport/beachsport rentals.
Location:
2601 S Roosevelt Blvd, Key West, FL 33040
07:30 am
Breakfast
at La Crêperie
09:00 am
Key West
Bookcases full of old leather-bound books line the walls in the hallways and numerous other rooms. Portraits of Hemingway are proudly shown with snippets of information about his early life through to his death.
Location:
907 Whitehead Street, Key West, FL 33040
10:15 am
Key West
The current lighthouse opened in 1848 with a woman as its Keeper; nearly unheard of during the 19th century. In the years following, the Key West Lighthouse underwent a number of upgrades including the installation of a Third Order Fresnel Lens, and more.
Location:
938 Whitehead Street Key West, Florida 33040
11:30 am
Key West
Rows upon rows of boats moored to wooden docks surround the edge of Key West. Bight Marina in Downtown Key West is one such area and is a refreshing place to explore.
Location:
201 William St Key West, FL 33040
12:30 pm
Lunch
at Santiago’s Bodega
14:00 pm
Key West
Feel your stress fade away as you enter our magical world of butterflies. Relax and be amazed as you stroll through their tropical paradise.
Location:
1316 Duval St, Key West, FL 33040
15:15 pm
Key West
We’ve all experienced it: That eerie feeling that something or someone was watching us; that an inanimate object had, in actuality, come alive.
Location:
108 Sea Grove Main Street, St. Augustine, FL 32080
16:30 pm
Key West
Looking for some delicious key lime flavor to spice up your life? Kermit’s Key Lime Pie is considered the best there is!
Location:
431 Front St #2, Key West, FL 33040
18:30 pm
Dinner
at Latitude’s
20:45 pm
Key West
Discover the spooky side to one of the country’s most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley’s of Key West.
Location:
431 Front St #2, Key West, FL 33040
07:30 am
Breakfast
Breakfast at the Hotel
09:00 am
Key West
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America’s only living coral barrier reef for the adventure of a lifetime.
Location:
205 Elizabeth St, Key West, FL 33040, USA
13:30 pm
Key West
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
Location:
5114 Overseas Hwy, Key West, FL 33040, USA
16:30 pm
Key West
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
Location:
2801 N Roosevelt Blvd, Key West, FL 33040, USA
17:30 pm
Key West
The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions.
Location:
108 Sea Grove Main Street, St. Augustine, FL 32080
19:00 pm
Dinner
at A&B Lobster House
07:00 am
Breakfast
at Cuban Coffee Queen
10:00 am
Key West
Cool off in Key West on a 6-hour water sports tour that features 12 different water activities for you to try, from snorkeling to windsurfing to Wave Runners. Lunch is included.
Location:
201 William St, Key West, FL 33040, USA
17:00 pm
Rest
19:00 pm
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Adventure (32)
Outdoors (12)
Romantic (47)
Family (76)
Relaxing (64)
Weekend (31)
Foodies (14)
Cultural (72)
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