Shared & Private Charters

Invite your Family and Friends to Join you for Sailing Charters in St Augustine for an Experience of a Lifetime

Welcome aboard a shared or private sailing charters in St Augustine and see the area from the water’s point of view.  Whether it’s an anniversary, birthday, engagement, Girls’ Night Out, or intimate wedding – climb aboard for a unique adventure on the water, unlike any other area attraction! Private charters are completely customizable for groups up to six. For two hours or more, small groups can relax and enjoy the scenery and the abundant wildlife of the area, from the sea turtles, dolphins, and manatees offshore to the roseate spoonbills and herons of the marshlands.

Shared Sailing Experiences

Shared Brunch
SHARED BRUNCH SAIL

Sailing charters in St Augustine - sailing date night, celebration, day sail, experiences , things to do in St Augustine, boating, outdoors, excursions, water sports
SHARED DAY CHARTER

wildlife encounters with SailScience - Dolphins
Dolphin Delight

Best boat rides see Castillo De San Marcos National Monument - Fort - Oldest City - History - St Augustine Sailing
ancient rocks

Happy friends with glasses of champagne on yacht. Vacation, trav
SIP & SAIL

Shared sunset sailing charter
SHARED SUNSET CHARTER

St Augustine Sailing - Sunset Tasting Cruise
SUNSET TASTING CRUISE

Yes in front of the bridge
sail in style

Sailing fun for the whole family
fAMILY BASH SAILING BLAST

Nina
INTRO TO SAILING

St-Augustine-Sailing-ASA-Sailing-Classes
LEARN THE ROPES

Gift-Certificates
gift card

Private Sailing Experiences

Family Style Brunch Sail
PRIVATE FAMILY STYLE BRUNCH

Afternoon Tea aboard a luxury sailing yacht
HIGH TEA ADVENTURE

Happy,Young,Friends,Having,Fun,At,Sailboat,Party,-,Wanderlust
PRIVATE DAY CHARTER

Private Sunset Sail
PRIVATE SUNSET CHARTER

romantic sailing experiences
puppy love

romantic sailing experiences
apple of my eye

romantic sailing experiences
head over heels

St Augustine Sailing - Sailing Experiences - Sweet Dreams
sweet dreams

Entree-
PRIVATE DINNER CHARTER

Gift-Certificates
gift card

This was an amazing trip. We rent boats all over the country as we travel full time, and this was by far the best boat rental yet. The boat was immaculate, we cared for, and gorgeous. The captain was accommodating and very kind. For this type of boat, the price was super reasonable. We will be back for sure!
isabeau
ISABEAU
Stay the night on a sailboat in St Augustine

LADYBUG EVENT
OPEN TO THE PUBLIC

Yachts in the harbor - Racing - Ladybug Race - Navigating the waves - Spring - Sailing - Sailing in St Augustine - Yachts

Join us for an exciting two-day celebration at St. Augustine Sailing!
May 3 explore our In-Water Boat Show featuring both new and pre-owned vessels, attend free marine workshops like Diesel 101, Medical Preparedness at Sea, Air Conditioning Maintenance, and more.

Enjoy a special Keynote Presentation by Tracy Edwards, renowned sailor and trailblazer.

On May 4th, don’t miss the One-Design Race – sign up to crew or hop aboard the spectator boat and cheer on the action!

Everyone is welcome – come be part of the fun!