Welcome To Holiday Water Sports Fort Myers Beach! Holiday Water Sports is Estero Islands premier water sports attraction for Guided Dolphin Adventure Tours, WaveRunner Rentals, Beach Chair & Umbrella Rentals, Sailboat Rentals, Parasailing, Kayak and Stand Up Paddle Board Rentals. We have been in operation since 1991, and offer year-round water sports at competitive prices. Let our experienced and knowledgeable staff teach you the basics for a variety of family-friendly water sports activities. We take pride in having the most up-to-date equipment for our guests safety and enjoyment. With three locations on Fort Myers Beach, you never have to drive far to enjoy a day with Holiday Water Sports. We are close to Sanibel Island and Naples. For groups of 10 or more, let us customize a package for you. Our beach services include half day and full day rentals of our blue canvas umbrellas, with 2 comfortable lounge chairs. We also lease cabanas to provide you with sun protection. If you lease these for 3 days or more, we’ll provide a discount.