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Key West, Florida Itinerary

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.

A photo of The Music Box Village

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

Photo of Extreme Adventures Shark Tours

Extreme Adventures Shark Tours

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

Photo of Nancy Forrester's Secret Garden

Nancy Forrester's Secret Garden

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

Photo of Sunset Sail with Full Bar, Live Music & Hors D'oeuvres_

Sunset Sail with Full Bar, Live

Music & Hors D'oeuvres

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

Smather's Beach

Smather’s Beach

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

Ernest Hemingway Home & Museum

Ernest Hemingway Home & Museum

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 Lighthouse

Key West Lighthouse

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

Bight Marina_

Bight Marina

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

Butterfly and Nature Conservatory_ key. west

Butterfly and Nature Conservatory

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

Robert The Doll key west

Robert The Doll

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

kermit's key west key lime shoppe

Kermit's Key West Key Lime

Shoppe

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 Ghost and Mysteries Guided Tour

Ghost and Mysteries Guided Tour

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

Half-Day Snorkeling Excursion

Half-Day Snorkeling Excursion

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

Mangrove Kayak Eco Tour

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 Jet Ski Tour Free 2nd Rider

Jet Ski Tour: Free 2nd Rider

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

Old Town Trolley Tour

Old Town Trolley Tour

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

Do It All Watersports Adventure with Lunch in Key West, Florida

Watersports Adventure (Do It All)

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)

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Relaxing (64)

Weekend (31)

Foodies (14)

Cultural (72)

Hike, Dive, Eat, Sunbath.
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