Plan your perfect St. Augustine trip with this customizable 2-day itinerary featuring top attractions and local favorites.
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A perfectly balanced 2-day itinerary with morning to evening activities
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Transparent cost estimates for every budget level with money-saving tips
Hidden gems and insider tips you won't find in standard guidebooks
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Nestled in the heart of historic St. Augustine, St Francis Inn Bed and Breakfast combines timeless c...
Anastasia State Park in St. Augustine is a stunning coastal haven offering pristine sandy beaches, v...
Step back in time at the Medieval Torture Museum in St. Augustine, where history meets the macabre. ...
Saint Augustine Distillery is a captivating blend of history and craft, offering visitors an immersi...
St. Augustine, Florida, the nation's oldest city, is a captivating blend of history, culture, and natural beauty. Founded in 1565 by Spanish explorers, it boasts cobblestone streets, centuries-old buildings, and a palpable sense of the past. But it's not just a haven for history buffs; St. Augustine offers pristine beaches, vibrant culinary scenes, and unique attractions. Whether you're exploring the formidable Castillo de San Marcos, sampling craft spirits at the Saint Augustine Distillery, or strolling through the lush Anastasia State Park, there's something for everyone. With its charming bed and breakfasts, like the St Francis Inn, and family-friendly spots such as the St. Augustine Alligator Farm, this city is perfect for both romantic getaways and family vacations. The blend of old-world charm and contemporary attractions makes St. Augustine a must-visit destination.
The best time to visit St. Augustine is in the spring (March to May) or fall (September to November) when the weather is pleasant and the crowds are thinner.
St. Augustine is a walkable city with many attractions located close to each other. However, there are various transportation options available to help you get around.
St. Augustine's historic district is best explored on foot, so wearing comfortable shoes is essential for a day of sightseeing.
We've planned everything - from must-see attractions to local dining spots
Our guide includes the best neighborhoods and accommodation options for every budget
The Historic Downtown area is the heart of St. Augustine, offering a rich blend of history, culture, and charm. It's home to a myriad of historic landmarks, quaint shops, and diverse dining options, all within walking distance.
Vilano Beach provides a more tranquil and scenic seaside experience, away from the bustling downtown. This area is perfect for those looking to enjoy beautiful beach views, water activities, and a relaxed, coastal vibe.
Anastasia Island offers a mix of natural beauty and modern conveniences. It's home to Anastasia State Park, the St. Augustine Amphitheatre, and a variety of restaurants and shops, making it ideal for outdoor enthusiasts and families.
Historic Downtown
A luxurious hotel in the heart of St. Augustine, Casa Monica offers elegant rooms, a full-service spa, and fine dining. Its historic charm and modern amenities make it a top choice for discerning travelers.
Vilano Beach
Located steps from the beach, this boutique hotel offers stunning ocean views from every room, personalized service, and a relaxed, beachy atmosphere. Perfect for a serene coastal getaway.
Anastasia Island
This charming inn offers comfortable accommodations just a short walk from the beach. With its outdoor pool, complimentary breakfast, and well-kept gardens, it's ideal for families and couples alike.
Book accommodations 3-4 months in advance for the best rates, especially during peak tourist season. Many hotels offer free cancellation up to 24-48 hours before your stay, so you can always change plans later.
Plan your finances with our transparent cost breakdown for every budget level
Perfect for frugal adventurers
Accommodation | $30-$60 (hostels, budget motels) |
Food | $10-$20 (fast food, budget eateries) |
Transportation | $5-$10 (public transport, walking) |
Activities | $10-$20 (inexpensive or free attractions) |
Comfort without breaking the bank
Accommodation | $100-$150 (mid-range hotels, B&Bs) |
Food | $30-$50 (casual dining) |
Transportation | $15-$25 (rental car, taxis) |
Activities | $20-$50 (guided tours, entrance fees) |
Premium experience all the way
Accommodation | $200+ (luxury hotels, resorts) |
Food | $70+ (fine dining) |
Transportation | $50+ (private car services, luxury rentals) |
Activities | $50+ (exclusive experiences, private tours) |
Alternative plans for every situation so your trip is perfect no matter what
Explore this museum which houses a vast collection of art, antiques, and curiosities from the Gilded Age.
Immerse yourself in the world of pirates with interactive exhibits and real artifacts.
Step back in time and see what shopping was like in the early 1900s with costumed guides and vintage items.
A fun and educational experience where kids can see a variety of alligators, crocodiles, and other exotic animals.
Explore the legendary site where Ponce de Leon is said to have searched for the Fountain of Youth.
Kids will love exploring this well-preserved 17th-century Spanish fort with its ramparts, cannons, and history.
Everything you need for a smooth and enjoyable St. Augustine experience
An app that provides information on attractions, events, and dining in St. Augustine.
Offers self-guided walking tours of the city with historical information and maps.
Official tourism website with information on attractions, events, and lodging.
Official city website with resources for residents and visitors.
Stay aware of your surroundings, especially in crowded tourist areas.
Keep your belongings secure and avoid carrying large amounts of cash.
Use well-lit and populated pathways when walking at night.
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This 2-day St. Augustine itinerary template is designed by local experts and experienced travelers to give you the perfect balanced experience.
The best time to visit St. Augustine is in the spring (March to May) or fall (September to November) when the weather is pleasant and the crowds are thinner.
Seasonal note: Year-round, best April-October
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