Sip & Sail St. Augustine: A Sunset Sailing Experience with Local Flair
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; no sailing experience necessary.
Overview
Experience St. Augustine’s historic coastline on a relaxed sailing trip that blends stunning waterscapes with handcrafted cocktails. Discover why Sip & Sail is the go-to adventure for locals and visitors alike seeking coastal serenity and maritime charm.
Sip & Sail
Starting at $149 pp - Adults 21yrs +
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Adventure Photos
About This Adventure
Rate
Starting at $149.00 pp for 1 hour
Description
Friends come together to spend a morning, afternoon or evening sipping and enjoying the sights of St. Augustine from the sea onboard a luxury sailing yacht!
Your captain will ensure you and your friends enjoy your sail around the beautiful Ancient City waterways. From sunshine to sunset, you’re sure to find something pleasing to the palette as you sip and sail away!
Morning Sails
We’ll make sure you experience St Augustine like never before as set back and sip on mimosas and enjoy the view with family and friends.
Afternoon & Sunset Sails
Get your wine on and enjoy a sampling of 3 - 5 seasonal wines while you sail.
Booking Disclaimers:
The minimum of 2 guests are required to depart with a maximum of 12 guests in total not including captain and crew.
We offer convenient and free parking at the marina. Please arrive 10 minutes prior to departure which will provide us an opportunity to greet you and accompany you to your vessel.
More to know:
Food and beverages are available for purchase.
Please wear shoes with non-marking soles (deck shoes, tennis shoes, white-soled shoes). Avoid hard soles, high heels and black rubber-soled shoes.
All alcohol is required to be purchased in the office prior to departure. No red wines are available.
Please NO spray tanning products as these products can stain the boat.
Smoking of any substance is not allowed on board.
No pets on board.
Adventure Tips
Book Evening Trips
Sailing at sunset offers the best light and temperature for a memorable trip.
Arrive Early for Parking
Downtown St. Augustine can get crowded; allow extra time to find parking near the dock.
Bring a Light Jacket
Evenings on the water can get cooler, so layer up to stay comfortable.
Stay Hydrated
Though drinks are offered, bring water to keep hydrated during the sail.
Local Insights
Wildlife
- Bottlenose dolphins
- Brown pelicans
History
St. Augustine, founded in 1565, is the oldest continuously inhabited European-established settlement in the continental United States.
Conservation
Operators follow eco-friendly practices to minimize impact on marine life and encourage guests to respect local wildlife habitats.
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Adventure Hotspots in St. Augustine
Frequently Asked Questions
Recommended Gear
Sunglasses
Protect your eyes from glare off the water during daytime sails.
summer specific
Light Jacket
Keeps you warm as temperatures drop on the water after sunset.
fall specific
Non-slip Shoes
Ensures safe footing on the boat deck.
Camera or Smartphone
Capture stunning seascapes, wildlife, and sunset moments.