Inns, Lodges, Resorts
Featured photo by Polly Dean
August 2025
By Polly Dean
Nestled between their private beach on the Gulf of Mexico and Pine Island Sound, the legendary ‘Tween Waters Resort & Spa has hosted and captivated generations of visitors. Guests are attracted to the resort’s historic charm, luxury amenities, plus the area’s natural beauty and beaches. Anglers have also been drawn to the region for its diverse offering of inshore and offshore fishing.
The On the Fly South crew recently visited the beaches of Sanibel and Captiva hoping to find some snook cruising the beaches. ‘Tween Waters was our headquarters and it was most convenient with plenty of beach access just across the street from the hotel. A variety of other options for places to cast a rod are nearby and just a short drive from the location as well.
Photo by Jimmy Jacobs
Amid 13 acres of lush tropical landscaping, guests of ‘Tween Waters have the option of staying in one of the resort’s 19 colorful cottages, ranging from one- to three-bedrooms, beach and bayside studios, one, two-, or three-bedroom suites or guest rooms. ADA accessible accommodations are also available. ‘Tween Waters allows pets, knowing that many vacationers prefer including their pets while on vacation. Policies for bringing pets are explained on the hotel’s website.
Upper left photo by Polly Dean, others by Jimmy Jacobs.
‘Tween Waters, being the traditional beach resort of Captiva Island, hosts plenty of entertainment options on the property. From national holiday celebrations, to poolside entertainment, live music and concert series, to their annual Christmas Tree Lighting Celebration that draws more than 1,000 families, every day is a celebration at ‘Tween Waters. Recreation or just relaxation are also options at the resort. Day passes are available that give access to all of the resort’s amenities, including the pools. pickleball and tennis courts and access of the beach.
Photo by Jimmy Jacobs.
Dining options include three restaurants. Their signature eatery, the Old Captiva House is undergoing renovations to recreate their mark as the island’s top dining destination due to its classic styling, breathtaking beauty and mouthwatering cuisine. This landmark on the National Registry of Historic Places will soon again welcome diners to experience this exquisite restaurant.
Photo by Jimmy Jacobs.
The Shipyard Restaurant reflects the island’s rich history of Florida’s nautical past, including pleasure and sport boating, as well as whiskey smuggling and other skirtings of the law. The Crow’s Nest Steakhouse is located above the Shipyard and claims to be the only second level dining spot on Captiva or Sanibel, offering a glorious view of the Gulf of Mexico and its beautiful sunsets.
The spa at ‘Tween Waters is also the perfect spot for girls’ weekends, a relaxing couples retreat or just a way to celebrate a special event. Options include massage therapies, fragrant body treatments, deep cleaning facials, manicures and pedicures and stylish hair-salon services. ‘Tween Waters Resort is also the perfect destination for hosting business meetings, family gathering or a wedding that promises to be an unforgettable event.
For more details about ‘Tween Waters Resort & Spa click here.
