Experiences

Top Tours & Experiences in St Augustine

We enjoy helping guests find the best ways to experience St Augustine, and one of the easiest ways to do so is to book tours directly through our website. These experiences give you a simple way to see the city, learn its history, and enjoy time together during your stay.

You can browse a variety of tours suited to different travel styles. Many guests enjoy guided historic tours, sunset cruises, and local food experiences, offering a relaxed way to explore the area. Others choose ghost tours, wine walks, or sightseeing excursions that highlight the charm and character for which St Augustine is known.

Booking these experiences through our site keeps planning easy. You can choose your tours before you arrive or look through the options once you settle into our downtown Bed and Breakfast. Each listing includes clear details, schedules, and pricing so you can pick what fits your day.

We see many guests return from these tours with great stories and a deeper connection to the city. The walkable setting of downtown St Augustine makes joining most tours simple, and many begin close to the property. These experiences pair well with the relaxed pace guests enjoy during their time in St Augustine, Florida.

Take a look at the tours and experiences we feature on our website and choose the ones that match the way you like to travel. It is an easy way to make the most of your visit and enjoy more of what St Augustine has to offer.

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A woman and a man in helmets ride electric scooters on a walkway overlooking a distant town.

Starting at $30/guest

Stand Up E‑Scooter Rentals

View from a boat at night, with passengers watching illuminated waterfront buildings in the distance.

Starting at $26/guest

Sunset & Nights of Lights Cruise

Two crystal glasses filled with dark red wine stand on either side of a glowing, textured gold candle holder.

Starting at $54/guest

Toast of St. Augustine Pub Crawl

Close-up of several people holding up glasses of red wine to toast together outdoors.

Starting at $159 /guest

Twilight Wine & Culinary Tour

A woman wearing a large, ornate black hat with feathers poses in front of a building with a "One Way" sign.

Starting at $30/guest

Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

A close-up of a manatee’s head and back surfacing from rippling water.

Starting at $5/guest

Wildlife and History Tour

People on a boat tour look out at a shoreline with a fort in the distance, viewed from behind the crew member.

Starting at $45/guest

Wine Tasting Cruise – St. Augustine

A bartender pours a cocktail through a mesh strainer into a stemmed glass at a dimly lit bar.

Starting at $139/guest

Wine, Cocktail & Food Experience

More Stay for Less Pay

Available Sundays thru Thursdays May through October*

We are Offering:
10% OFF 2 consecutive weeknight reservations
15% OFF 3 consecutive weeknight reservations
20% OFF 4 consecutive weeknight reservations
*During this time this is only applicable to new reservations only, can not be combined with other offers or promotions. Friday nights, Saturday nights, Holidays, and Sing Out Loud weekend periods are excluded.*
A two-story stucco building at dusk, illuminated with Christmas lights, featuring arched windows and a palm tree.

End Of Year Gift Certificate Special Offer Through Dec. 31!

We’re running a special right now! If you buy a $400 gift certificate, we’ll throw in a $100 gift certificate. Give the gift of relaxation this year.
*Offer valid through December 31, 2025. Valid on new GC purchases only. Redeemable toward new reservations made for stays after January 5, 2026.