Historic St. Augustine packs a remarkable collection of tours into America’s oldest city. The best options cut straight to the fascinating colonial history while offering different perspectives of this coastal treasure.
Two standout experiences deserve special attention: The expertly guided Historic District walking tour connects all the key sites, including North America’s oldest masonry fort (Castillo de San Marcos) – it’s the perfect introduction to the city. For nature lovers, the Dolphin Bay Wildlife Cruise combines history with incredible wildlife viewing along the Matanzas River.
The Downtown Bayfront kayak tour is another gem, providing an intimate water-level view of Spanish colonial landmarks without the crowds.
Let’s explore the top historical tours that make St. Augustine truly special.
Key Points
- Guided History Walking Tour in the Historic District, offering a personalized 1.5-hour experience with captivating tales of historical figures and insider dining recommendations.
- Kayak History Tour along the St. Augustine Downtown Bayfront, blending history and nature with insights on the city’s Spanish colonial heritage.
- Bourbon History and Tasting tour, providing an in-depth look at bourbon production and a guided tasting of premium bourbons in a wheelchair-accessible setting.
- Craft Beer & History Walking Tour, combining craft beer education with exploration of historic streets and sampling up to 12 beer styles across three local breweries.
- Castillo de San Marcos, the oldest masonry fort in the U.S., offering a significant historical landmark with guided tours providing rich historical context.
St. Augustine: Dolphin Bay Wildlife and Local History Cruise
For a unique blend of nature and history, the St. Augustine: Dolphin Bay Wildlife and Local History Cruise is a must-do.
This two-hour tour takes you along the Matanzas River, where you’ll spot dolphins, manatees, and other coastal wildlife.
But it’s not just about the animals – the knowledgeable guides also share the rich history of the area, from the Spanish colonial era to the modern day.
You’ll learn about the city’s Native American heritage, the arrival of the Spanish, and the role St. Augustine played in the American Revolution.
With comfortable seating and covered areas, this tour is enjoyable in any weather.
Read our full review: St. Augustine: Dolphin Bay Wildlife and Local History Cruise Review
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St. Augustine: Guided History Walking Tour
Enjoy the rich history of St. Augustine on a guided walking tour of the Historic District.
This 1.5-hour excursion limits group size to 10 participants, ensuring an intimate and personalized experience. Led by knowledgeable guides, you’ll explore the oldest city in the USA, tracing its evolution under three empires.
Marvel at the Castillo de San Marcos, the country’s oldest masonry fort, and stroll through the picturesque harbor. Along the way, you’ll hear captivating stories of historical figures and gain insider recommendations for dining and attractions.
With flexible booking and free cancellation up to 24 hours in advance, this wheelchair-accessible tour offers an engaging and convenient way to uncover St. Augustine’s storied past.
Read our full review: St. Augustine: Guided History Walking Tour Review
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St.Augustine: Dolphin Watch & Historical Harbor Tour +Drinks
Visitors seeking to explore St. Augustine can enjoy the Dolphin Watch & Historical Harbor Tour. This 1.5-hour excursion aboard a 65-foot sailing catamaran offers unobstructed views of the oldest city in the U.S.
Along the way, passengers may spot bottlenose dolphins near Vilano Beach. The tour also includes complimentary drinks and snacks, creating a relaxing atmosphere.
While dolphin sightings aren’t guaranteed, previous customers have praised the clean boat, excellent crew, and successful wildlife encounters.
At £33.42 per person, this tour is a great value, with free cancellation available up to 24 hours in advance. Guests should dress comfortably and leave glass objects, pets, and other restricted items at home.
Read our full review: St.Augustine: Dolphin Watch & Historical Harbor Tour +Drinks Review
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St. Augustine Downtown Bayfront: Kayak History Tour
Tourists can embark on a captivating Kayak History Tour along the St. Augustine Downtown Bayfront. This guided excursion allows visitors to explore the city’s rich past while immersed in the natural beauty of the waterways.
Paddling through the tranquil waters, you will discover historic landmarks, such as the iconic Castillo de San Marcos and the Bridge of Lions. Along the way, knowledgeable guides share fascinating stories about the city’s Spanish colonial heritage and its role in shaping American history.
The Kayak History Tour offers a unique perspective on St. Augustine, blending outdoor adventure with educational insights. It’s an excellent way for travelers to engage with the destination’s living history and appreciate the stunning coastal landscapes.
Read our full review: St. Augustine Downtown Bayfront: Kayak History Tour Review
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Saint Augustine: Bourbon History and Tasting Experience
Step back in time and discover the rich bourbon heritage of St. Augustine with the Saint Augustine: Bourbon History and Tasting Experience.
This 1-hour tour offers an immersive look at the distillery’s bourbon production process and a guided tasting of premium bourbons.
At $37.28 per person, the experience includes in-depth education on bourbon history, sampling of multiple varieties, and a complimentary tasting glass to take home.
The tour is wheelchair accessible, and participants must be 21+ with valid ID.
With a perfect 5/5 rating from past guests, this interactive learning experience is perfect for bourbon enthusiasts and non-drinkers alike.
Read our full review: Saint Augustine: Bourbon History and Tasting Experience Review
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St. Augustine: Craft Beer & History Walking Tour
Nestled in the heart of St. Augustine, the Craft Beer & History Walking Tour offers an unparalleled exploration of the city’s rich past and thriving craft beer scene.
Over the course of three hours, groups of up to 8 guests will sample up to 12 distinct beer styles across three local breweries, learning about the evolution of Florida’s craft beer industry.
Between beer stops, you will enjoy a mid-tour snack and water while discovering the city’s historic streets and notable landmarks.
Led by knowledgeable guides, this wheelchair-accessible tour is a must-do experience for beer enthusiasts and history buffs alike, with rave reviews highlighting the exceptional hospitality of the tour leaders.
Read our full review: St. Augustine: Craft Beer & History Walking Tour Review
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Sum Up
St. Augustine offers a variety of historical tours, from cruises showcasing local wildlife and waterways to walking tours highlighting the city’s rich past. Whether one’s interests lie in dolphin-watching, craft beer, or bourbon tasting, there’s an experience to suit every traveler. These tours provide an excellent opportunity to explore the unique heritage and charm of this historic Florida destination.