Venues

The heartbeat of the hotel is embodied by The Workshop, a 2,300 square foot culinary theater with stadium seating, top-tier Sub-Zero, Wolf, and Cove appliances, and the latest in audiovisual. Whether it’s a private function or a hands-on class, our state-of-the-art culinary theater will inspire you to innovate, experiment, and collaborate. The ideal space for a girls’ night out, corporate team building or a local chef sharing their skills.

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.

This beach park, also known as Captiva Beach, has been called "one of the most romantic beaches." You won't want to miss the amazing sunset views.

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.

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.

Drink Specials: Coming Soon!

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.

Florida Repertory Theatre is an award-winning, fully professional theatre company that The Wall Street Journal has called "Superlative...Profoundly Satisfying...As Good as Broadway...One of America's Top Repertory Companies!"

Located in the heart of the Fort Myers River District, Florida Rep produces a wide variety of comedies, dramas, musicals, and new works. Florida Rep performs in two theater spaces, including the Historic Arcade Theatre, and reaches more than 97,000 audience members annually.

Founded in 1998, Florida Rep is a cultural hub in Southwest Florida that nurtures an ensemble of theatre artists from across the country. As an attraction, Florida Rep is an anchor in the Historic Fort Myers River River District that has helped to garner national attention for Southwest Florida.

Florida Rep also boasts a vibrant Education Department that reaches over 37,000 children in Southwest Florida each year. Florida Rep Education provides classes for youth arts-intensive camps, advanced conservatory programs for students, and a Theatre for Young Audiences tour that brings education theatre to grade schools all over the state of Florida.

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.

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.

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!

Lucky Screw is the place to gather. At our bar, we offer only the best service, bar bites, drinks, and times! We have live entertainment and a live cam. Great food, great drinks, live sports, and great people!

We offer a variety of entertainment from live bands to karaoke nights.We love being the premier bar for entertainment in Downtown Fort Myers.

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.

Situated amongst the natural surroundings of Estero Bay, enjoy live performances in a picture-perfect setting. Mound House oldest standing structure on Estero Island — the William H. Case House — was recently restored, complete with the furnishings and finishes that it would have had in its heyday of 1921. The house serves as a multi-level museum, showcasing Calusa artifacts and interactive exhibits.

Casual dining in the heart of Captiva where you can view sunsets on the Gulf nightly in an English-style pub serving American cuisine. Known for fresh seafood and their key lime pie, open for lunch and dinner and the bar is open all day.

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.

We are a unique charter experience that allows you to celebrate life’s special moments while enjoying Southwest Florida’s beautiful waterways. Our private charters and sunset cruises create unforgettable memories. Contact us today to book your next adventure.