Key West Florida

Key West, Florida

February 16th-20th, 2026

 

 

We are inviting you to escape winter with us on a trip exclusively to the gorgeous island of Key West!

 

At the base of the Florida Keys, this stunning oasis is one of our favorite places in the United States! We will spend four glorious nights at the finest resort the island has to offer, the Southernmost Beach Resort, located at the end of historic Duval Street, where Old Town meets the Atlantic. We have purchased a delicious breakfast at the resort for you each morning, so you’ll be fueled and ready to take in everything that each day has to offer you!

 

 

“Immerse yourself in onsite amenities where everything is at your fingertips. Four bars, three heated pools, two beaches, fitness center, spa, and one amazing oceanfront restaurant—Southernmost offers six-acres of fun and then some. Discover a wide variety of resort activities including live music, daily activities, and concierge booked excursions and tours . . .Perfectly situated, enjoy close access to all of the Island’s most sought-after attractions.”

 

 

The resort is located next door to the iconic ‘Southernmost Point Buoy’. The Buoy statue is more than just a great photo opportunity…located only 90-miles from Cuba, it marks the southernmost point in the continental U.S.

 

In Key West, you’ll have free time to explore or relax as you choose! Everything from chilling on the beach, to hitting the town, exploring museums, snorkeling and more is waiting for you to make the most out of your time in paradise! We will provide you with a hop-on, hop-off trolley ticket you can use to explore the town for a day, too.

 

Here are just a few places you may want to visit or things you’d like to experience in your free time:

 

Snorkeling, Sailing, Fishing, or Kayaking

Duval Street (Shopping, Dining, and More)

The Ernest Hemingway Home & Museum

Key West Butterfly and Nature Conservatory

Harry S. Truman Little White House

Sunset Dinner Cruise

Dry Tortugas National Park

Key West Lighthouse and Keeper’s Quarters Museum

Key West Shipwreck Museum

 

 

After having an amazing time in breathtakingly beautiful Key West, we will fly home with our hearts full of sunshine and wonderful memories!

Flights, transportation to and from the airports, overnight accommodations at the resort (and applicable fees), 4 breakfasts, a one-day trolley pass, and luggage handling are included. Optional free time activities are at your own separate cost.

 

Please Note:To accommodate the unique luggage needs of each passenger, luggage fees charged by airlines are NOT included in the price of your trip and will vary based on the airline's policies, fees, restrictions, etc., which are beyond Timi's Tours control.

 

Timi's Tours offers Travel Protection through Trip Mate. The Pre-Existing Medical Condition Exclusion Waiver is available if Travel Protection is purchased at the same time you make your Timi's Tours deposit (or within 15 days). For questions about coverage please call our office.

 

Travel Insurance price per person:

Single: $477.61

Double: $369.37

Triple: $360.35

Quad: $351.33

 

Activity Level: 1

*Our Activity levels are a 1-4 scale. To view what each level includes, please go to the  “Policy” tab on the website*