See the best of St. Augustine by land and sea with the St. Augustine Dolphin & Nature Sailing Tour + St. Augustine Old Jail package. Tripster brings these two unique experiences together in one affordable bundle, giving you the perfect mix of natural beauty and fascinating history.
Begin your adventure on the St. Augustine Dolphin & Nature Sailing Tour. Step aboard a stable sailing catamaran and glide along the Matanzas River, where playful Atlantic bottlenose dolphins and wading birds. With sweeping views of the Castillo de San Marcos, the Bridge of Lions, and the city skyline, this relaxing cruise offers a scenic look at the nation’s oldest city from the water. It’s a peaceful, family-friendly experience that combines wildlife encounters with stunning photo opportunities.
After your sail, head inland for a journey into the past at the St. Augustine Old Jail. Built in 1891 and now a historic museum, the Old Jail immerses you in the lives of prisoners and sheriffs from centuries past. Explore the original cells, gallows, and artifacts as costumed guides share fascinating, often chilling stories of the people who once lived behind these iron bars. Part history lesson, part immersive theater, this attraction offers a glimpse of law enforcement and justice in Old Florida.
By booking both experiences through Tripster, you’ll unlock exclusive package savings while simplifying your travel plans. No need to juggle multiple reservations or worry about hidden fees, here Tripster provides real-time availability, secure checkout, and verified guest reviews to help you book with confidence.
This package is ideal for families, couples, and history buffs who want to balance the tranquility of a dolphin cruise with the intrigue of historic exploration. Together, the Old Jail and dolphin sail create a well-rounded St. Augustine experience that highlights both its natural beauty and storied past.
Book your St. Augustine Old Jail + St. Augustine Dolphin & Nature Sailing Tour package today with Tripster and enjoy two unforgettable perspectives of America’s oldest city while saving time and money.
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