THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover St. Augustine like never before on a Wine Tasting Cruise that pairs six exquisite wines with stunning waterfront views and local wildlife sightings. Perfect for a relaxing evening afloat, this tour blends history, nature, and flavor into an unforgettable experience.
Discover St. Augustine like never before on a Wine Tasting Cruise that pairs six exquisite wines with stunning waterfront views and local wildlife sightings. Perfect for a relaxing evening afloat, this tour blends history, nature, and flavor into an unforgettable experience.
Book with Florida Water Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Florida Water Tours · St. Augustine, Florida
Set against the backdrop of St. Augustine’s historic waterfront, the Wine Tasting Cruise offers a distinctive way to experience Florida’s oldest city from a fresh perspective: the water. As the boat gently glides along the bayfront, guests are treated to sweeping views of the city’s colonial architecture, the iconic Castillo de San Marcos, and the ever-changing marshlands lining the coast. This unique excursion blends the refined joy of savoring six expertly curated wines with an immersive outdoor cruise that also highlights local wildlife and rich history. The slow-paced sail invites guests to unwind while learning about the region’s heritage and natural beauty from knowledgeable guides.
What sets this cruise apart is its thoughtful integration of tasting and touring. Each of the six wines paired with a selection of artisanal cheeses has been chosen to complement the relaxed atmosphere and to offer a broad palette of flavors, from crisp whites to robust reds, showcasing both local and international vineyards. As you savor each sip, you might spot dolphins playing near the bow or catch glimpses of native bird species such as herons and ospreys riding the coastal thermals.
St. Augustine’s bayfront is a centerpiece of the city, rich in marine and cultural history. Founded in 1565, St. Augustine is the oldest continuously inhabited European-established settlement in the continental United States, and this cruise provides a refreshing way to engage with its stories. The castle’s fortifications, the pastel-hued Spanish colonial buildings, and the lush maritime environment create an evocative setting that’s both educational and captivating.
This cruise is an ideal fit for travelers looking to combine outdoor activity with a relaxed social experience. The boat is stable and accessible, making it suitable for a wide range of guests—from wine enthusiasts eager to explore new varietals to casual visitors wanting to soak in panoramic views without strenuous effort. Evening launches enhance the ambiance with soft coastal breezes and stunning sunsets over the water, setting the stage for memorable photographs and moments.
The Wine Tasting Cruise also stands out as a sustainable local business, committed to minimizing environmental impact by adhering to strict boating practices that protect marine life and maintaining strong ties with local vineyards and artisans.
Whether you’re seeking a serene escape after a day of historic sightseeing or a distinctive way to celebrate a special occasion, this cruise uniquely captures the spirit of St. Augustine’s outdoor and cultural appeal.
easy.
2 hours.
Suitable for all fitness levels; mostly seated and leisurely on the boat
Yes, the cruise is family-friendly, though the wine tasting component is for adults 21 and over.
Yes, tickets include six wine tastings paired with a selection of cheeses.
Guests frequently see dolphins, herons, ospreys, and other coastal birds along the bayfront.
Outside food and beverages are not permitted, as the cruise offers its own curated tastings.
The vessel has limited accessibility; please contact the operator directly for arrangements.
Evening cruises typically depart around sunset; exact times vary seasonally and should be checked when booking.
St. Augustine was established in 1565 as the oldest European-founded city in the U.S., with rich maritime and colonial heritage.
The cruise operator follows guidelines to protect bayfront wildlife and minimizes fuel use to reduce environmental impact.
Florida Water Tours operates public and private boat cruises from St. Augustine, Florida, delivering wildlife-viewing, history, and culinary experiences on two main vessels: the Island Breeze and the Osprey. The company schedules short and extended adventures including 90-minute **Dolphin and Wildlife Adventure** guided by marine naturalists, Sunset and Sunset Nights of Lights cruises, the adults-only Sunset / Nights of Lights on the Osprey, Moonlit Mysteries haunted history tours, Brunch & Bottlenose morning cruises with a curated Brunch Box and complimentary mimosa, hands-on Marine Field Experience science tours for families, and private charters on the spacious 45' Osprey for events up to 38 guests. Guests can enhance any cruise with pre-ordered **Graze Boxes** from Floating Food Co., featuring charcuterie, brunch, and dessert options made with fresh, local ingredients. Expert guides and marine naturalists lead educational commentary, wildlife spotting, and conservation-focused activities, making tours suitable for families, couples, and groups. Safety protocols, well-maintained vessels, and experienced captains support reliable operations. The business partners with local educators and conservation programs to deliver meaningful marine science experiences and give back to the community. With convenient booking, transparent pricing, and a variety of themed departures — from festive light displays to hands-on science — Florida Water Tours balances memorable entertainment with education and responsible wildlife viewing for visitors seeking authentic coastal experiences. Customers praise friendly staff, punctual departures, and exceptional views that create lasting memories for visitors of all ages and families.
Book with Florida Water Tours