2. St. Augustine, Florida
Founded in 1565, St. Augustine is the nation’s oldest continuously inhabited European-established settlement. Its Spanish colonial architecture, historic fortress, and pedestrian-friendly streets offer a unique and affordable vacation, particularly for those interested in history and culture. It is one of the cheapest places to travel in the USA for couples seeking a romantic and historic atmosphere.
When to Go & Weather
The ideal time to visit is during the shoulder seasons: spring (March to May) and fall (October to November). The weather is sunny and pleasant, with average highs in the 70s and low 80s°F (21-28°C). This timing helps you avoid the intense heat, humidity, and afternoon thunderstorms of the summer, as well as the larger crowds. Winter is also lovely but can be busier due to the famous “Nights of Lights” holiday display.
Getting There & Around
The closest airport is Jacksonville International Airport (JAX), about a 50-minute drive north. Once you arrive in St. Augustine, the historic downtown is highly walkable. You can easily spend a full day or two exploring without a car. Parking can be challenging and expensive in the historic district. Consider using the Historic Downtown Parking Facility and then exploring on foot. The Old Town Trolley Tours offer a hop-on, hop-off service that covers all major sites and can be a cost-effective way to get around if you plan to visit attractions spread across the city.
Costs & Passes
Many of St. Augustine’s charms are free, such as walking down St. George Street, exploring the grounds of Flagler College, or enjoying the beach. Major attractions like the Castillo de San Marcos have an entrance fee (around $15 per adult), which is covered by the National Park Service Senior Pass for those eligible. Hotel rates vary widely but expect to find comfortable options in the $120–$200 range, especially if you book in advance or stay slightly outside the main historic core. For meals, venture off the main tourist streets for better value; a casual dinner for two can be found for $40–$60.
Actionable Tip
For a fantastic and free view of the city and Matanzas Bay, walk across the Bridge of Lions at sunset. It offers a beautiful perspective of the historic skyline and is a perfect photo opportunity.
