• Truman Waterfront Farmers Market

    Truman Waterfront Farmers Market
    Truman Waterfront Park Southard Street, Key West, FL, United States

    Join us every Thursday from 2 pm to 7 pm at the Truman Waterfront for fresh produce grown in Homestead, gorgeous orchids & native plants, artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll find Key West crafts, gifts and the perfect souvenir to take...

    Free
  • Jazz in the Gardens

    Jazz in the Gardens
    The Gardens Hotel 526 Angela Street, Key West, FL, United States

    Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings...

  • Sheriff’s Animal Farm Open House

    Sheriff’s Animal Farm Open House
    The Monroe County Sheriff's Office Children's Animal Farm 5501 College Road, Key West, FL, United States

    Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. The farm started as a haven for homeless animals. The first residents were Muscovy ducks and a group of...

    Free
  • Valuable Savings for Valentine’s Day at Sunset Watersports!

    Welcome to Sunset Watersports in Key West, your ultimate destination for thrilling adventures and unforgettable experiences! Join us this Valentines for a celebration like no other with our exclusive Trips and Tours. Immerse yourself in heart-pounding watersports, witness breathtaking sunsets, and create cherished memories with your loved ones. Get ready to seize the long weekend...

  • Passport to the World Wine Tasting

    The Gardens Hotel 526 Angela Street, Key West, FL, United States

    Join us at The Gardens Hotel's d'vine wine gallery for an intimate journey through the vineyards of the world! In this immersive wine class, "Passport to the World," you'll explore a curated selection of exquisite wines from renowned regions. Make new friends and say cheers ten times! Come raise a glass and embark on this...

    $35.00
  • Truman Waterfront Farmers Market

    Truman Waterfront Farmers Market
    Truman Waterfront Park Southard Street, Key West, FL, United States

    Join us every Thursday from 2 pm to 7 pm at the Truman Waterfront for fresh produce grown in Homestead, gorgeous orchids & native plants, artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll find Key West crafts, gifts and the perfect souvenir to take...

    Free
  • Happy Hour at the Harry S. Truman Little White House

    Harry S. Truman Little White House 111 Front Street, FL, United States

    Join us for a special evening at the historic Truman Little White House, where history meets hospitality in the heart of Key West. "Happy Hour at Harry’s" is an exclusive event designed to showcase the charming and iconic spaces of the Truman Little White House, while offering a unique opportunity to learn more about becoming...

    $25
  • Valentine’s Day aboard Sunset Sail Key West

    Sunset Sail Key West 7001 Shrimp Road, Key West, United States

    Set sail on a romantic evening you’ll never forget aboard the luxurious Sunset Sail Key West, the perfect way to celebrate love this Valentine’s Day. As the sun begins its descent over the turquoise waters of the Gulf of Mexico, you and your special someone will embark on an unforgettable cruise, complete with breathtaking views,...

    $45 – $109
  • Movies Under the Stars: Princess Diaries

    Tropic Cinema 416 Eaton Street, Key West, FL, United States

    Tropic Cinema in partnership with the Monroe County Public Library launches its “Movies Under the Stars” series starting November 16 with the screening of the Disney classic and audience favorite Mary Poppins. Tropic Cinema in conjunction with the library has been hosting the family friendly series for three years now. The movies are shown outdoors...

    Free
  • Presidential Families Weekend Forum 2025

    Harry S. Truman Little White House 111 Front Street, FL, United States

    Descendants who can trace their lineage directly to one or more of the 46 U.S. presidents will come together to share unique stories, personal anecdotes, and valuable historical insights about how their ancestors wielded the immense power of the presidency to shape and influence the course of U.S. history and government. This fascinating forum, presented...

    $40 – $60