Valentine’s Day Events


This event ended on


All Day

Find Your Spot To Celebrate Valentine’s Day With That Special Someone

Adventures in Paradise

Cruise into your loved ones heart with the Valentine’s Day Sunset Dolphin Cruise! Listening to tropical music, we will cruise the tranquil waters of San Carlos Bay, by “Bird Island”. Book Now.


Bayfront Bistro

We invite you to join us on Estero Bay for a tranquil and romantic night on February 14th 2021 for a memorable St. Valentine’s Day.

Plan your evening under the palms with someone special, or just celebrate the meaning of love with friends and family.


Island View Restaurant

Valentine’s Day Sweetheart Soirée

Gather your sweetheart and come up to our fabulous award-winning Island View restaurant Sunday, Feb. 14, for a spectacular Valentine’s Day Sweetheart Soirée, featuring a very special menu catered to romance and the celebration of amoré. Learn more.


Matanzas on the Bay to offer dinner feature and live music

On Feb. 14, sweethearts can enjoy the baked salmon, a tender and flaky fillet topped with a creamy jumbo lump crab imperial and served with a choice of side for $28. The Valentine’s Day dinner feature will be served from 4 to 9 p.m. with Happy Hour from 3 to 6 p.m. Seating is available on a walk-in basis, and Matanzas on the Bay’s wine list and full menu are also offered.

Live music will be performed throughout the evening with Sailor Larry taking the stage from 5 to 9 p.m.


Salty Sam’s Pirate Cruise

For Love or Rum Valentine’s Cruise

Bring your special mate on a Valentine’s Day cruise aboard the Pieces of Eight pirate ship. Master Distiller from Wicked Dolphin will be on board to answer questions about the history and process of rum making. Special barrel tapping of our exclusive Pirate’s Reserve Rum. This cruise is for adults only 21+. Cost is $25 per person. Get tickets here.


Shuckers At the Gulfshore

Valentine’s Day Dinner for Two!

Start off by sharing an appetizer of Smoked Carrot Mussels.Next, for your entree, you both may choose either our flavorful Chili Rubbed Swordfish or our Bacon Wrapped Filet Mignon. Finish your evening off with our take on the classic Chocolate Covered Strawberries. Call (239) 765-5440.