Exploring St. Augustine
Discover America's oldest city with this easy-to-follow itinerary featuring the best historic sites, beaches, restaurants, hotels, and unforgettable tours—all planned for you. Best HotelsBest ToursExploring St. Augustine
Discover America’s oldest city with this easy-to-follow itinerary featuring the best historic sites,
beaches, restaurants, hotels, and unforgettable tours—all planned for you.
3 Day St. Augustine Itinerary
Day 1
Start in Historic Downtown with St. George Street, the Plaza, Castillo de San Marcos, local shops, restaurants, and plenty of St. Augustine history.
Day 2
Explore the Flagler area, including Flagler College, Lightner Museum, Aviles Street, historic architecture, great restaurants, & charming shops.
Day 3
Head across the Bridge of Lions to the Lighthouse, Alligator Farm, and Anastasia Island before relaxing at St. Augustine Beach.
Local Tips
✅ Visit the fort early in the morning to avoid crowds.
✅ Park once and walk downtown whenever possible.
✅ Reserve popular tours in advance during holidays and peak season.
✅ Watch the sunset from Vilano Beach or the Bayfront.
✅ Visit St. George Street early for the best shopping experience
Best Time to Visit
October through April offers the most comfortable weather for exploring St. Augustine.
How Long to Stay
3 days is the ideal amount of time to experience St. Augustine’s attractions and beaches.
Walkability
Once you’re in Historic Downtown, you can easily explore most of St. Augustine on foot.
Family Friendly
St. Augustine is a fantastic destination for families of all ages. It’s a family-friendly atmosphere.
Pet Friendly
Don’t leave your furry friend behind! St. Augustine is one of Florida’s most pet-friendly destinations.
Parking
The Historic Downtown Parking Facility is one of the easiest places to park if you’re exploring downtown.
Average Daily Budget
Most travelers can expect to spend between $200 and $400 per day for a mid-range vacation.
Weather
St. Augustine enjoys warm weather year-round. Hot summers and nice weather spring, fall and winter.
Top 4 St. Augustine Hotel Suggestions
Whether you’re looking for a romantic historic inn, a beachfront resort, or a family-friendly hotel with a pool, these are some of the best places to stay.
LUXURY
Casa Monica Hotel and Spa
A historic luxury hotel in the heart of downtown, known for its elegant Spanish-inspired architecture and prime location.
BEACH
Embassy Suites
A modern beachfront hotel offering spacious suites, ocean views, a pool, and easy access to St. Augustine Beach.
FAMILY
Guy Harvey
A fun, laid-back beachfront resort with colorful Guy Harvey décor, oceanfront views, a pool, and direct beach access.
NIGHTS OF LIGHTS
Hilton Bayfront
A beautiful waterfront hotel overlooking Matanzas Bay, located steps from historic downtown and close to St. George Street.
Book These Top-Rated St. Augustine Tours
Ghost Tours
Boat Tours
Trolley Tours
Food Tours
Dolphin Tours
Kayaking
Best Food & Drink
1. Columbia Restaurant
Spanish & Cuban cuisine in a historic St. Augustine setting.
98 St. George St. Map
2. Harry’s Seafood Grill and Bar
Seafood & Cajun flavors in a charming courtyard.
46 Avenida Menendez. Map
3. Casa Reina
Modern Mexican cuisine with beautiful bayfront views.
1 Anderson Circle. Map
4. River and Fort
Elevated Southern-inspired dishes and rooftop views.
12 Avenida Menendez. Map
5. Prohibition Kitchen
Lively gastropub serving comfort food and live music.
119 St. George St. Map
6. Caps on the Water
Fresh seafood, waterfront dining, and beautiful sunset views.
4325 Myrtle St. Map
What to Pack
From beach days and poolside essentials to travel favorites, discover the products we recommend to make your Florida vacation more comfortable, convenient, and unforgettable.
Beat The Florida Heat
Cooling towels, fans, water bottles, electrolyte packs and more.
Family Travel Favorites
Parent-approved travel products for kids, babies, and family trips.
Resort and Pool Must Haves
Everything for pool days, spa days, and relaxing Florida vacations.
Luxury Vacation Upgrades
Sometimes it’s the little upgrades that make a vacation feel truly luxurious.