Gypsywindretreat

01/10/2026

Beautiful night at Gypsy Wind. Gypsywind.org
Book now as we only have the following weeks available during peak season:

2/8 to 2/15
3/1 to 3/6
6/6 to 6/13 BOOKED
8/19 to 8/26

** Please note that lights will not be on like this during turtle season. We have the lights on dimmers to assist the turtles in nesting and hatching. We love our turtles.

01/04/2026

The most relaxing way to watch the sunset. Gypsy Wind Retreat.

12/03/2025

Good morning from Gypsy Wind!

11/25/2025

Happy Thanksgiving from our home, Gypsy Wind Retreat to all of our guests and future guests! Book your 2026 dream luxury vacation soon while there are a few weeks remaining.

09/16/2025

Wedding sky at Gypsy Wind! Book your 2026 wedding now! Our Property Managers will help you plan everything!

09/16/2025

08/27/2025

We’ve made some exciting changes to Gypsy Wind over the last few years—don’t miss the full tour!

Escape to paradise at Gypsy Wind, a stunning beachfront island estate in North Captiva, Florida. ✨🌊 This 3-story retreat boasts breathtaking Gulf views, exp...

08/06/2025

A sunset lovers paradise 🤩

07/02/2025

You can't beat the view or the vibe 😍

05/09/2025

TGIF 🍹

05/01/2025

North Captive captures core memories! Come visit. Gypsy Wind Retreat has a few openings in August.

04/06/2025

https://youtu.be/WZuxveJRpOQ?si=Do0lbidWfin7vYI1

Escape to paradise at Gypsy Wind, a stunning beachfront island estate in North Captiva, Florida. ✨🌊 This 3-story retreat boasts breathtaking Gulf views, exp...