Experience the Best of St. Augustine
Uncover Timeless Adventures Just Steps from Carriage Way Inn
From cobblestone streets and centuries-old landmarks to vibrant local tours, waterfront excursions, and lively entertainment, St. Augustine offers something for every kind of traveler. Whether you're sailing on the Schooner Freedom, exploring the Castillo de San Marcos, sipping at local distilleries, or enjoying a romantic carriage ride through the historic district, adventure and discovery are always within reach. Let us help you craft your perfect itinerary—there’s no shortage of unforgettable things to do in the Nation’s Oldest City.
Schooner Freedom
The Schooner Freedom was built in Norfolk, VA and brought to St. Augustine in 2001 by owners Captain John Zaruba and wife Admiral Sarah and is St. Augustine's premiere Tall Ship. Freedom, is the only schooner charter vessel between Charleston and the Florida Keys.
Old Town Trolley
St. Augustine, the nation's oldest city, is full of history, amazing attractions, beautiful beaches and exquisite architecture…and the best way to see as much as possible is by utilizing the Old Town Trolley's 1 or 2 day pass. See all the attractions and hop on, hop off at any of the trolley's stops.
Country Carriage Ride
Enjoy a private carriage ride for up to four people, including gratuity. Door-to-door service from the inn steps with an intimate historically guided tour of the oldest city lasting 45 minutes. (Upon booking — in the “Additional information” section, state the date & time you would like to go on the tour anytime between 4:00pm to 10:00pm on the hour.)
St. Augustine Distillery
The St. Augustine Distillery FREE Tasting Tour shows guests how we mix, mash, cook and distill small batch vodka, rum, gin and whiskey. It's located in a historically renovated ice manufacturing plant from 1917 and as much of our ingredients from local suppliers and local businesses.
San Sebastian Winery
San Sebastian Winery, ranked as one of Florida's premium wineries, remains a pioneer in the development of sparkling and dessert wines, Vinefera wines including Chardonnay, Pinot Grigio, Petite Sirah and Cabernet Sauvignon are produced by and sold under the San Sebastian brand.
St. Augustine Lighthouse & Maritime Museum
The St. Augustine Lighthouse & Maritime Museum, Inc. is a private, non-profit museum dedicated to its mission “to discover, preserve, present and keep alive the stories of the Nation's Oldest Port as symbolized by our working St. Augustine Lighthouse.”
The Castillo de San Marcos
No trip to the Old City is complete without touring some of the historic sites in the area. Touring the historic St. Augustine, Florida Attractions will give you an idea of the rich history of the city. St. Augustine is the oldest continuously occupied European-established settlement in the United States.
The Lightner Museum
The Lightner Museum is a museum of antiquities, mostly American Gilded Age pieces, housed within the historic Hotel Alcazar building in downtown St. Augustine. This 1887 Spanish Renaissance Revival style building is listed on the National Register of Historic Places.
St. Augustine Pirate & Treasure Museum
The St. Augustine Pirate & Treasure Museum is a museum dedicated to pirate artifacts. Formerly known as the Pirate Soul Museum, the St. Augustine Pirate & Treasure Museum is an amazing and educational experience. Transport back 300 years to Port Royal, Jamaica, during the Golden Age of Piracy! Plan your visit today!
EVENTS
Our Calendar of Events lists all the events — big and small, whether they're at the beach or downtown. There are historic re-enactments, festivals and fairs, live concerts, and pirate parties, too.
RECREATION
St. Augustine offers a variety of outdoor activities including golfing, fishing, boating, horseback riding, hiking, camping, surfing, sailing, and shell collecting. Visitors can soak up the sun all year long while enjoying the beaches, parks, nature preserves, waterways, and golf courses.
LIVE MUSIC
Check out where live music is happening and watch a sample of their performance videos.
SHOPPING
While the shopping options are numerous, visitors especially enjoy purchasing local art, homewares, wine, liquor, datil pepper products, pirate-themed gifts, spices, jewelry, and clothing. Some even splurge by picking up a cigar or two. Historic St. George Street is filled with unique indoor shopping halls, Uptown is rich in homewares, and Aviles Street is home to galleries with original artwork. Head over to the beaches to find surf-inspired souvenirs and don't forget the thrift and antique stores that are packed with unique treasures.