Captiva Island Sailing at ‘Tween Waters Island Resort & Spa
‘Tween Waters Island Resort & Spa on Captiva Island, Florida, is bordered by vast Gulf of Mexico beaches and the natural beauty of Pine Island Sound. This popular resort combines historic charm, a variety of amenities, pure relaxation, and water-sports recreation in the best Captiva Island vacation destination.
Sailing with Dolphins and Shoreside Fun
At ‘Tween Waters Island Resort & Spa on Captiva Island, you’ll find the best sailing and boating in protected waters and the Gulf of Mexico. It’s not uncommon to find a dolphin or two playing in your wake or swimming alongside. When ashore, the resort offers a variety of dining options, two pools, tennis courts, and private beaches on the Gulf of Mexico where sandcastle building and shelling are daily activities. There’s also fishing, kayaking, paddle boarding, biking, parasailing, wave running and pickleball to enjoy.
Great Dining Options
Enjoy local delicacies at ‘Tween Waters’ Old Captiva House and Crow’s Nest Steakhouse restaurants, sip refreshing drinks and enjoy snacks at the Oasis Pool Bar while listening to live music, head to Hideaway, a Caribbean-style pub next to the Serenity Pool, or select your individual pizza at Captiva Crust. For a special treat, book an island-style dinner at The Shipyard.
The Perfect Island Getaway to Learn to Sail and Learn to Cruise
This Florida retreat is the perfect vacation getaway for singles, families and couples – with miles of sandy beaches, Gulf of Mexico sailing, manatees surfacing in the harbor, dolphins playing in your wake, and spectacular sunsets over the Gulf’s endless horizon.
Basic Sailing Lessons to Big Boat Certification
Florida sailing courses include, learn to sail 101 vacation packages, cruising and bareboat charter lessons 103/104, and performance sailing courses 102. If your ultimate goal is to charter or purchase big sailboats, our most popular Fast Track to Cruising® Course is your ticket to a world of sailing adventures.
Call us at 888-454-7015 now for a quote on one of our fun learning vacation packages.
Shell-Strewn Beaches and Amazing Sunsets
Captiva Island did not suffer the same ravages of Hurricane Ian experienced by Sanibel Island in September 2022. Around this Captiva Island sailing resort are shops and a selection of island eateries that will fill your vacation time with pure fun! With the Gulf of Mexico to the west and Pine Island Sound to the east, you have a clear view of morning sunrises and spectacular evening sunsets. Accommodation choices at ‘Tween Waters include hotel rooms, suites and cottages.
Protecting Our Planet
‘Tween Waters Island Resort & Spa is part of the Sanibel-Captiva Beach Resorts Collection, and takes pride in protecting and championing our oceans, barrier islands’ ecosystem and environment, and the wildlife and ocean life with which we share our precious planet – as does Offshore Sailing School!