Stay Where the Music Is

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.

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.

Jensen’s has historic roots on Captiva Island with direct access to Pine Island Sound and the Gulf of Mexico. The marina, in operation since 1977, is nestled in the heart of Captiva Island, just steps away from pristine sandy beaches and a host of popular amenities.

More than a hotel, Luminary is the hub of excitement and discovery – a focal point where locals and travelers make their unique imprint on the city’s own story. A story begun years ago by a brilliant cast of audacious luminaries.

Welcome to Margaritaville Beach Resort Fort Myers Beach, where the only thing on your agenda is fun! Nestled along the Gulf of Mexico on Fort Myers Beach, this resort offers a coastal-inspired oasis with five restaurants and bars, many of which feature open-air environments. Fins Up! Beach Club beckons with an expansive lagoon-style pool, live music, and luxurious cabanas available to be reserved just steps from the sandy shores.

A staple of the Fort Myers Beach community since its doors opened in 1984, Matanzas on the Bay is best known for its fresh seafood, lively atmosphere and stunning waterfront views.

A popular destination for visitors and locals alike, Matanzas on the Bay serves lunch and dinner daily. Live musical performances can be enjoyed all week long, and happy hour is offered daily at the downstairs bar and at Petey’s Upper Deck, Matanzas on the Bay’s upstairs sports bar. Petey’s Upper Deck is popularly known for its Dave’s Dockside Pizza, named the best pizza on Fort Myers Beach!

Matanzas on the Bay has been a premier restaurant on Fort Myers Beach for more than 30 years, and is proud to offer mouthwatering fresh dishes made with locally sourced ingredients and friendly service. As part of its commitment to use as many locally sourced products as possible, Matanzas on the Bay offers seafood from Blue Star Seafood Company, produce from Pair-A-Dice Produce, rum from the Wicked Dolphin Rum Distillery and craft beer from Fort Myers Brewery.

Matanzas on the Bay caters to private events, providing an intimate waterfront setting for weddings, special dinners, showers, barbecues, holiday parties and more at its outdoor bayside special event area.

Open daily from 11 a.m. to 10 p.m., the restaurant is located at 416 Crescent St. on Fort Myers Beach, adjacent to the Matanzas Bayside Inn waterfront accommodations with deep-water marina access, just steps away from the Fort Myers Beach entertainment district. Free car parking and boat dockage is available for guests traveling by land or sea.

Relax and enjoy live shows paired with fresh seafood and waterfront views. Located at The Westin Cape Coral at Marina Village.

Stay with us during the festival and save 30% off! Click below to book.

Rated a Top Florida Resort by Condé Nast Traveler

Experience a true beachfront getaway at Pink Shell. Our full-service resort in Fort Myers Beach, Florida on Estero Island, surrounded by the Matanzas Pass on one side and the Gulf of Mexico on the other. Pink Shell has evolved from a single cottage built in 1950 to an expansive 12-acre beach resort and marina. While we have grown, our values remain the same – to provide an unparalleled oceanfront escape for families and friends to make memories that last a lifetime.

Our resort offers studios, one- and two-bedroom accommodations with guaranteed beach views, ample meeting facilities, a relaxing spa, full-service marina, fitness center, three restaurants, and fun activities for families and couples.

Welcome to Pink Shell Beach Resort & Marina, where the only thing we overlook is the beach!

Presenting classic island charm, the 330-acre South Seas is nestled among mangroves with more than half of the resort a dedicated wildlife preserve and estuary. World-renowned fishing, boating, and yachting, and discovering storied barrier islands are among the unforgettable experiences of a South Seas guest. The resort has been a cherished destination for more than 75 years. A new chapter begins, one that has been inspired by the many past generations of guests, and thoughtfully recast for the future. South Seas has embarked on a phased reopening, an important milestone in efforts towards recovery and rebuilding from the devastation of Hurricane Ian, dedicated to delivering a resilient, world-class resort.