Holiday Vacation Dream Home
Celebrate the season in unparalleled luxury at Gypsy Wind Retreat—your family’s private holiday haven on Florida’s secluded North Captiva Island.
Michele B.,
Feb 2026
Beautiful home! We had our entire family together and enjoyed every single minute all week long!
Special Holiday Gift
Book Thanksgiving or Christmas 2026 at Gypsy Wind by September 10th and your family each receive a custom North Cap Island sunshirt with your family "NAME" on the arm.*
They'll be waiting for you at check-in. The perfect memory of your most extraordinary holiday as a family of all time.
**** TERMS & CONDITIONS APPLY. RESERVATION MUST BE MADE VIA DIRECT BOOKING. MERCHANDISE FEE WILL APPLY FOR CANCELLATION OF RESERVATION AFTER SEPTEMBER 15, 2026.
Boasting the best view on the Florida coast, your holiday feast table sits steps from the lapping Gulf waves. Let one of our exceptional chefs prepare your meal in our gourmet kicthen. From prep to cleanup, your holiday meal is served stress-free while your family enjoys dessert as the sun sets on North Cap Island.
Experience Gypsy Wind luxury featuring five-star amenities: 3 Master En-suites and accomodations of 14. heated pool, private hot tub off the bedroom decks, smart toilets, 3-story eleveator providing easy acces to main living space, where sliders reveal unobstructed lifetime memories.
You've discovered a truly hidden destination in North Captiva Island, FL. This is not Captiva, but a seperate island only accesible by ferry or private boat. The southern part of the island is a nature preserve, If you love nature, beautiful crowdless beaches, outdoor activities, and enjoying time with friends and family-- North Cap is your dream vacation.
Explore the island and home on our website and to check if Gypsy Wind is your holiday getaway...