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Sip and Sail: The Ultimate Wine Tasting Cruise on St. Augustine Bayfront - St. Augustine

Sip and Sail: The Ultimate Wine Tasting Cruise on St. Augustine Bayfront

St. Augustineeasy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for all fitness levels; mostly seated and leisurely on the boat

Overview

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.

Boat Tour
History Tour
Wine
St. Augustine, Florida

Wine Tasting Cruise

1.5 Hours • Wine on the water! • Ages 21+

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Adventure Photos

Wine Tasting Cruise photo 1

About This Adventure

Embark on a unique Wine Tasting Cruise along St. Augustine Bay Front, where you'll savor six exquisite wines while enjoying stunning views of historic landmarks and local wildlife, including dolphins. With knowledgeable guides and a delightful selection of cheeses, this unforgettable evening combines relaxation, history, and nature like no other!

Wine Tasting Cruise on the St. Augustine Bay Front!

Duration

1.5 Hours

About

Start your evening by winding down on the water! Let us take you on an adventure to the bayfront, where our experienced guides give you a tour of the local nature, wildlife, and famous historic landmarks. There are no other tours like this in St. Augustine!

You’ll receive a presentation of six fabulous wines (including local favorites) that you get to sample! Don’t like wine? No problem! We also have an excellent variety of beer, including local crafts.

This tour is narrated by a knowledgeable and entertaining crew. Get ready to have an experience unlike any other with the perfect mixture of wildlife viewing (we see dolphins on a regular basis), rich history, and wine tasting!

Exploring the city by water, you get to enjoy resplendent views of the following sites:

  • St. Augustine Bayfront
  • Castillo de San Marcos
  • Mission Nombre de Dios (The Big Cross)
  • Bridge of Lions
  • St. Augustine Lighthouse

This tour is every Thursday – Sunday evening and includes the sampling of 6 wines plus an assortment of cheese and crackers. Our bar on board is available for purchases, alcoholic or non-alcoholic, during the tour.

Adventure Tips

Bring a light jacket for evening breezes

Evenings on the water can cool quickly—layering is key to stay comfortable during the cruise.

Arrive early to catch pre-boarding views

Early arrival offers extra time to explore the dock area and take photos of the bayfront landmarks.

Limit bright colors for better wildlife spotting

Dressing in neutral tones helps avoid startling local birds and dolphins during the cruise.

Use sunscreen even on cloudy days

UV rays reflect off the water, so applying sunscreen protects your skin throughout the trip.

Local Insights

Wildlife

  • Atlantic bottlenose dolphins
  • Great blue heron

History

St. Augustine was established in 1565 as the oldest European-founded city in the U.S., with rich maritime and colonial heritage.

Conservation

The cruise operator follows guidelines to protect bayfront wildlife and minimizes fuel use to reduce environmental impact.

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Adventure Hotspots in St. Augustine

Frequently Asked Questions

Recommended Gear

Light jacket or windbreaker

Essential

Keep warm during cooler evenings or breezy conditions on the water.

fall specific

Sunscreen

Essential

Protects skin from UV exposure even during mild or overcast weather.

summer specific

Sunglasses

Essential

Reduces glare from the water, improving comfort and visibility.

summer specific

Camera or smartphone

Capture stunning sunsets, marine life, and historic architecture along the bay.