Venues

Welcome to the legendary 'Tween Waters Island Resort & Spa on beautiful Captiva Island. Majority of the performances will take place poolside. The Songwriter Brunch on 9/24 will be on the Garden Terrace of Old Captiva House Restaurant where reservations are encouraged.

Shouldn't every day be this good? Here, across 13 gorgeous Gulf-tween-bay acres, you can enjoy 137 quality accommodations including historic one, two and three bedroom seaside cottages, suites, studios and guest rooms. Miles of sugar-sand beaches. Olympic-size pool, new Serenity Pool, hot tubs and children's wading pool. Day spa. Marina for launch, dock or rental. Fitness center, tennis, kayak and eco-adventures. Award-winning dining and nightly entertainment. Plus ballroom, boardroom and banquet facilities, indoors and out, for business, weddings and special events.

Bayside Park is in the Downtown District at the corner of Old San Carlos Boulevard and First Street in the shadow of Matanzas Pass Bridge. The park has a small stage for events and concerts, and an area for bring-your-own seating that looks out over Matanzas Harbor.

For over 30 years, Captiva Cruises on beautiful Captiva Island, has been providing beach and shelling cruises, island hopping, dolphin adventures and the most dazzling sunsets on the Gulf of Mexico to Southwest Florida visitors. Join us as we explore the islands of Cabbage Key, Useppa, Boca Grande, Cayo Costa, and Pine Island. Enjoy the natural beauty of our islands with Captiva Cruises.

Stop by a warm and inviting tapas restaurant on the water. Enjoy spirited conversations, shareable plates and creative cocktails, as you take in stunning views of San Carlos Bay in Fort Myers.

City Tavern is a locally owned happy hour and night life hot spot that is sure to please! With a relaxed, comfortable atmosphere, friendly staff members, and daily specials, there is something for everyone. It is located in the heart of the Downtown Fort Myers River District, adjacent to the Caloosa Sound Event Center on the Caloosahatchee River and across the street from the Luminary Hotel & Co.

Located at DiamondHead Beach Resort, Cabañas is a neighborhood favorite with a large menu of signature drinks and beach eats. Performances will be held on the terrace above the pool. Enjoy the shows on the terrace or sit back and relax at the pool and let the sounds of Island Hopper take you away.

Gather waterfront dining combines a relaxing and comfortable atmosphere, designed for you to forget where you are and travel with your senses. We blend traditional and Mediterranean flavors with classic dishes to create an international twist. Alongside a carefully selected menu, each meal can be combined with one of our craft cocktails created from scratch.

The newest restaurant at Tarpon Point Marina in Cape Coral is serving up delicious pizza and craft cocktails.

Discover the award-winning Keylime Bistro situated in the middle of the Historic Captiva Island Inn Village. Serving breakfast, lunch and dinner; we have a wide array of dishes sure to please the most discerning palates.

Stop by for breakfast and try our Bistro Style Corned Beef Hash and Eggs or Crab Cake Benedict. Prefer to sleep-in and join us for lunch? Enjoy about our superb seafood antipasto appetizer or delicious grouper sandwich. Late afternoon or dinner fit your needs better? Check out our shrimp scampi, key lime pasta or tender steak filets. And don't forget our award-winning key lime pie for dessert.

Relax inside or dine outside and enjoy the fresh air and Florida sunshine. We have live music daily and a full-service bar. And when you are finished; feel free to stroll the quaint shops and check out the local general store and the historic Captiva Island Inn.

Sure to tantalize the most demanding palate, ...Located in the very heart of "Olde Captiva," our location makes it easy for you to enjoy the fine shops, fabulous restaurants, art galleries, an old-style general store... and, most importantly, our famous Captiva beach with the most beautiful sunsets in the world!