St. Augustine Old Jail + Florida Water Tours


Step into history and set sail on the waters of St. Augustine with a combo experience that blends education, adventure, and affordability—Florida Water Tours and the St. Augustine Old Jail. This dynamic duo offers the perfect way to explore the city’s colorful past and coastal beauty, all in one easy-to-book package.

Begin your day with Florida Water Tours, where you’ll enjoy a relaxing cruise along the Matanzas River. With panoramic views of the coastline and the chance to spot dolphins, seabirds, and other wildlife, this scenic boat tour is both tranquil and informative. Friendly guides share fun facts and stories about the area’s history, architecture, and ecosystem, making it a memorable experience for all ages.

Next, take a walk through time at the St. Augustine Old Jail. Built in 1891 and operational until 1953, this historic site offers guided tours that reveal the harsh realities of prison life in the past. You’ll explore original cells, hear real inmate stories, and learn about the jail’s unique Romanesque Revival architecture. It’s a fascinating way to connect with the city’s heritage and step into a lesser-known chapter of American history.

When you book both attractions together through Tripster, you’ll save more while cutting out the stress of piecing together your itinerary. No need to juggle separate confirmations or worry about last-minute changes—Tripster’s platform keeps everything in one place, so you can focus on making the most of your trip.

This combo is great for travelers who appreciate variety and value. You get a peaceful, nature-filled boat ride and a compelling look into the past—perfect for a day of exploration that’s engaging, affordable, and easy to manage.

Whether you're sightseeing with friends, family, or on your own, this package delivers a seamless way to enjoy two of St. Augustine’s top attractions.

Ready to unlock savings and simplify your trip? Book the Florida Water Tours + St. Augustine Old Jail combo through Tripster today and experience the best of St. Augustine from land and sea.

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Package Includes:

Florida Water Tours
Offering eco-tourism cruises - Dolphin and Wildlife Adventure, Sunset Cruise, and St. Augustine’s only Wine Cruise of the Intracoastal Waterway. Learn about St. Augustine’s riveting history and culture while taking in the picture-perfect ocean views.
TripAdvisor Traveler Rating:
TripAdvisor user rating 4.80 out of 5

Old Jail Museum
Tour the Old Jail Museum in St Augustine—an 1891 Romanesque landmark that looks more like a resort than a prison. Explore cells, gallows, and sheriff's quarters, get "booked" and try to escape during this immersive guided tour.
TripAdvisor Traveler Rating:
TripAdvisor user rating 4.50 out of 5

Good to know about this package:

  • Your package is based upon 2 adults. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.
  • Your package is based upon {{siteContext.options.numAdults}} {{ ((siteContext.options.numAdults > 1) ? 'adults' : 'adult') }} and {{siteContext.options.numChildren}} {{ ((siteContext.options.numChildren > 1) ? 'children' : 'child') }}. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.