Top Valentine’s Day Destinations in Florida

Florida is one of the country’s most prominent vacation destinations. From our award-winning beaches, countless restaurants and events, to the unforgettable sunsets, Florida is the perfect place to spend your Valentine’s Day. Ryntal Property Management created a list of the top cities in Florida to spend your Valentine’s Day.

St. Augustine

The nation’s oldest city, St. Augustine, is the perfect spot for a romantic weekend getaway. Visitors can take a tour of the historic downtown area in a horse-drawn carriage, dine at one of the many outstanding restaurants, or take a stroll on the picturesque beaches.


Known for its gorgeous Gulf Coast beaches, Clearwater is a great Valentine’s Day destination. Guest can spend an afternoon in one of the many wineries or catch a show at the Capitol Theatre. Take in the beautiful sites of Clearwater aboard the Starlite Majesty Dining Yacht, where you can spend an evening dancing and dining.


Bring out your inner child, with a romantic trip to Disney World. Indulge in cuisine from all over the world at Epcot, and watch the magical firework show to finish what could be an amazing day. Orlando has other Valentine’s Day dates, such as a day spent at one of the two premium outlets, or dinner on Lake Killarney.

Key West

Key West is famous for its one of a kind sunset, along with perfect sailing and yachting conditions. The perfect getaway for the adventurous couple. From world famous fishing charters to enjoying a bicycle ride around the island, there is plenty to do in Key West.

Sanibel Island

Spend the weekend at Lover’s Key, Florida’s most romantic park, that over looks the Gulf of Mexico. Walk barefoot along the sugar-white beaches or take a relaxing dinner cruise. Sanibel offers a variety of water sports including jet-skiing and parasailing to top off your Valentine’s Day getaway.


For the couple that loves nature, Naples is the perfect Valentine’s destination. Plenty of outdoor attractions to fill your stay including tropical gardens, swamp boardwalk trails, botanical gardens, tours of the Everglades, and the historic Naples Fishing Pier.

Amelia Island

This gorgeous secluded island is a favorite destination for couples. Amelia Island is full of romantic restaurants and plenty of shopping. Guest can explore downtown by horse and carriage or take a sunset horseback ride on the beach.