Things To Do

Things to Do | Saint Augustine & Vilano Beach | Vilano Beach Bum

Saint Augustine & Vilano Beach

Things to Do
Near the House

You’re steps from the beach — and minutes from one of the most historically rich, naturally spectacular, and endlessly fun destinations in Florida. Here’s everything worth knowing.

Back to the House

Wildlife & Nature

Florida’s wild side
is right outside

From alligators and exotic birds to dolphins and sea turtles, the natural world around Vilano Beach is extraordinary — and very much on display.

Alligator Farm Wildlife
Wildlife

Anastasia State Park

4 miles of pristine, undeveloped Atlantic beach plus salt marshes, hiking trails, kayak rentals, and some of the best bird watching in Northeast Florida — all just minutes from the house.

🗓️ Open daily, sunrise–sunset 📍 Anastasia Island
Dolphin Wildlife Tours
On the Water

Dolphin & Wildlife Boat Tours

Several outfitters run daily dolphin tours through the Intracoastal Waterway right from Vilano Beach and St. Augustine’s bayfront. Wild dolphins appear on nearly every trip. Sunset tours are especially popular.

📍 Multiple launch points ⏱️ 1–2 hours

History & Culture

The oldest city
in America

Founded in 1565, Saint Augustine predates Jamestown by 42 years. Walking its streets feels genuinely different — cobblestones, Spanish colonial architecture, and centuries of stories around every corner.

Castillo de San Marcos Saint Augustine
National Monument

Castillo de San Marcos

The oldest masonry fort in the continental United States, built by the Spanish in the 1600s from coquina shell stone. The views of the bay from the ramparts are stunning. Ranger-led programs bring the history to life for all ages.

🗓️ Open daily 📍 1 S Castillo Dr 💰 $15 adults, kids free under 15
Bridge of Lions Saint Augustine
Landmark

Bridge of Lions

One of the most photographed spots in Florida — the 1927 Mediterranean Revival drawbridge, flanked by a pair of marble lion statues, frames a perfect view of the Matanzas Bay. Walk it at sunset for something genuinely unforgettable.

📍 King Street at the Bayfront 💰 Free
Flagler College Saint Augustine
Architecture

Flagler College

Henry Flagler’s 1888 Ponce de León Hotel — now a liberal arts college — is one of the most beautiful Spanish Renaissance buildings in America. Free guided tours of the stunning interior are available during the school year and summer.

📍 74 King Street 💰 Free tours available
St. Augustine Lighthouse
Iconic Landmark

St. Augustine Lighthouse & Maritime Museum

The 1874 lighthouse is one of the most recognized symbols of Saint Augustine — and one of the few historic lighthouses in Florida you can actually climb. All 219 steps to the top reward you with sweeping 360° views of the coast, the Intracoastal, and the city. The maritime museum at the base is excellent, and the grounds are beautifully restored. A favorite with all ages.

📍 81 Lighthouse Avenue 🗓️ Open daily ⏱️ Allow 1.5–2 hours
Ghost Tours Saint Augustine
After Dark

Ghost Tours

Saint Augustine is consistently named one of the most haunted cities in America. Evening ghost tours wind through the historic district with dramatic storytelling and stops at genuinely creepy locations. Multiple outfitters run nightly tours — a fun twist for older kids and adults.

🗓️ Nightly tours available ⏱️ 90 minutes
St. Augustine Torture Museum
Only in St. Augustine

St. Augustine Torture Museum

One of the most unique — and surprisingly educational — attractions in the city. The museum houses an extensive collection of authentic medieval torture and punishment devices, offering a genuinely fascinating look at the darker chapters of human history. Older kids and adults find it endlessly compelling. Not for the faint of heart, but absolutely memorable.

📍 Historic District 🗓️ Open daily ⏱️ Allow 45–60 minutes
St. Augustine Distillery
Local Favorite

St. Augustine Distillery & Craft Breweries

The St. Augustine Distillery offers free tours of its historic ice plant building and produces award-winning Florida Mule rum and gin. The city also has a thriving craft beer scene, with several excellent taprooms within walking distance of each other.

📍 112 Riberia Street 💰 Free distillery tours

Water & Beach

You’re already
at the ocean

Vilano Beach is uncrowded, dog-friendly, and genuinely beautiful — and the surrounding waterways offer endless options for getting out on the water.

Vilano Beach
Steps Away

Vilano Beach

Your beach. Quieter than St. Augustine Beach, more local than most, and strikingly beautiful. Walk to it in minutes. Watch for dolphins, look for shells, and enjoy the kind of uncrowded coastline that’s increasingly hard to find in Florida.

⏱️ 5-minute walk from the house 🐕 Dog-friendly
Surfing Vilano Beach
Ride the Waves

Surfing

Vilano Beach and the surrounding coastline offer great conditions for surfers of all levels. Whether you’re a seasoned rider or a first-timer looking for a lesson, the waves here are fun, consistent, and far less crowded than the big tourist beaches. Several local surf schools offer lessons and board rentals.

📍 Vilano Beach & surrounding coast 🏄 Lessons & rentals available
Fishing Charters Vilano Beach
On the Water

Fishing Charters

Northeast Florida is world-class fishing territory. Inshore charters target redfish, trout, and flounder in the Intracoastal. Offshore trips go for grouper, snapper, and kingfish. Several reputable outfitters operate directly out of Vilano Beach.

📍 Launches near the house ⏱️ Half day to full day

Food & Drink

Eat well.
Drink better.

From the restaurant right across the street to the vibrant dining scene in the historic district, you won’t eat badly once during your stay.

Boat Drinks Saint Augustine
Local Hangout

Boat Drinks

Don’t let the name fool you — Boat Drinks is a beloved neighborhood bar on San Marco Avenue with a serious cocktail program and the kind of relaxed, unpretentious energy that keeps locals coming back. Creative drinks, good people, zero pretension. Exactly what you want after a day at the beach.

📍 123 San Marco Avenue 🍹 Cocktail Bar
Llama Restaurant Saint Augustine
Date Night

Llama Restaurant

A standout in Saint Augustine’s dining scene — Llama brings bold, inventive Peruvian-inspired cuisine to the historic district. Creative cocktails, beautifully plated dishes, and an atmosphere that earns it a well-deserved reputation as one of the best restaurants in Northeast Florida. Make a reservation.

📍 Historic District 🕐 Dinner 📅 Reservations recommended
Sogno Restaurant Saint Augustine
Special Occasion

Sogno Restaurant

Italian-inspired and undeniably romantic, Sogno is one of Saint Augustine’s most celebrated fine dining experiences. Housemade pasta, an exceptional wine list, and intimate ambiance make it a perfect choice for a grown-up evening out while the kids hold down the house.

📍 Saint Augustine 🕐 Dinner 📅 Reservations recommended
Saturday Farmers Market Saint Augustine
Morning Ritual

Saturday Farmers Market

Every Saturday morning, the Saint Augustine Amphitheater hosts one of the best farmers markets in Northeast Florida. Fresh produce, local honey, artisan bread, food trucks, live music, and handmade goods — a wonderful way to start a beach day. Stock up for the week.

🗓️ Every Saturday morning 📍 St. Augustine Amphitheater

Family Favorites

Built for kids.
Loved by everyone.

This region was practically designed for family travel. Here’s what the kids will be talking about for years.

Ripley's Believe It or Not Saint Augustine
Kids Love It

Ripley’s Believe It or Not!

The original Ripley’s museum is housed in a St. Augustine castle and is exactly what it promises — bizarre, fascinating, and wildly entertaining. Kids are completely captivated. Allow a full afternoon.

📍 19 San Marco Avenue 🗓️ Open daily
Scenic Cruise Saint Augustine
On the Water

Scenic Cruise & Eco Tours

Narrated boat tours depart from the St. Augustine Bayfront and cruise past the Castillo, through the Matanzas River, and into the Intracoastal. Dolphins are a near-daily sighting. Perfect for all ages and requires zero athleticism.

📍 St. Augustine Bayfront ⏱️ 60–90 minutes
Old Town Trolley Saint Augustine
All Ages

Old Town Trolley Tours

Hop-on, hop-off trolley service covering 100+ points of interest across the city. A great way to get oriented on your first day, and the narration is genuinely entertaining. Kids love riding the trolley; adults appreciate the history.

🗓️ Runs daily ⏱️ Full day pass

Annual Events

Plan around
something special

Saint Augustine and the surrounding area host some of the Southeast’s most beloved annual events. If your trip lines up with any of these, consider yourself lucky.

March · Ponte Vedra Beach

THE PLAYERS Championship

Known as golf’s “fifth major,” THE PLAYERS Championship at TPC Sawgrass is one of the most prestigious events in professional golf — and it’s just 30 minutes north of the house. The island green par-3 17th hole is iconic. Whether you’re a serious golf fan or just want to experience the atmosphere of a world-class sporting event, it’s an unforgettable day out.

Daily tickets sell out. Purchase well in advance and arrive early — the grounds are expansive and beautiful.
🎵
Year-Round

Concerts at the St. Augustine Amphitheater

The St. Augustine Amphitheater is one of Florida’s premier outdoor music venues and hosts a remarkable lineup of national and international acts throughout the year — from rock and country to folk, blues, and comedy. The venue is intimate, the sound is excellent, and the setting is beautiful. Check the schedule when you book and grab tickets early — shows sell out quickly.

General admission lawn tickets are a great value and create a relaxed, festival atmosphere. Bring a blanket.
🧺
Every Saturday Morning

Farmers Market at the Amphitheater

The Saturday morning farmers market at the St. Augustine Amphitheater is a beloved local institution. Fresh produce, artisan foods, local honey, handmade crafts, food trucks, and live music make it a genuinely wonderful morning. Grab breakfast, meet the locals, and stock the kitchen for the week.

Get there early — the good stuff goes fast. Parking is free and plentiful on Saturday mornings.
🏴‍☠️
Late September / Early October

Pirates in the Park & Fall Festivals

Saint Augustine leans into its swashbuckling history every fall with pirate festivals, colonial reenactments, and historical events throughout the historic district. Excellent for families with kids who love a little drama and adventure.

🎭
Year-Round

First Friday Art Walk

On the first Friday of every month, galleries throughout the historic district open their doors for extended evening hours with receptions, live music, and special exhibitions. A wonderful way to experience the city’s vibrant arts community — and it’s completely free.

Pair with dinner in the historic district for a perfect evening out.

Ready to make it
your home base?

Vilano Beach Bum sleeps 10, sits steps from the beach, and puts all of this right at your doorstep.

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