Fall is a great time for couples to experience St. Augustine at a slower pace. Comfortable temperatures and the transition out of the busy summer travel season create plenty of opportunities for beach walks, sightseeing, outdoor adventures, and relaxed evenings together.
A stay at one of our St. Augustine condo rentals gives you a comfortable home base for enjoying the coast and exploring the nation’s oldest city. Here are some of our favorite ways for couples to spend a fall getaway in St. Augustine.
Take a Romantic Walk on St. Augustine Beach
Sometimes the simplest dates are the best. Start your morning with coffee and a walk along the beach, or head out in the evening as the temperature begins to cool.
Fall is also a wonderful time to slow down and enjoy the sound of the Atlantic without packing your schedule. Couples staying near our private access to Crescent Beach can easily make a beach walk part of their daily routine.
Explore Historic St. Augustine Together
Exploring the Historic District belongs on any list of things to do in St. Augustine for couples. Walk along St. George Street, visit centuries-old landmarks, and explore the smaller streets and plazas at your own pace.
You can also stop at local museums, browse shops, or simply find a bench around the Plaza de la Constitución and enjoy the surroundings. Leaving some free time in your schedule makes it easy to discover places that catch your attention.
Visit a Local Winery or Distillery
San Sebastian Winery
San Sebastian Winery is only a few blocks from historic downtown. Couples can learn about the winemaking process and sample Florida wines during a tour and tasting. Guided tours are offered Monday through Thursday, while self-guided tours are available Friday through Sunday.
St. Augustine Distillery
St. Augustine Distillery offers another fun afternoon stop. Its self-guided tour explores how its spirits are produced and includes tasting opportunities. Self-guided tours are available seven days a week, and reservations are not required.
Take a Sunset Cruise
See St. Augustine from a completely different perspective by heading onto the water. A sunset cruise gives couples time to relax while taking in views of the bayfront and surrounding waterways.
Schooner Freedom Charters offers sunset sails aboard its tall ship, Freedom. Sailing times change throughout the year, so check the current calendar before planning your evening.
Plan a Date Night in St. Augustine
After a day at the beach or exploring historic sites, dress up and spend an evening downtown. St. Augustine has plenty of restaurants and cocktail spots that work well for a special dinner or a casual night out.
Dinner and Drinks in the Historic District
For a romantic dinner, consider Collage Restaurant on Hypolita Street. The restaurant serves international cuisine with an emphasis on seafood and steaks and is known for its intimate atmosphere.
Another option is Forgotten Tonic on Aviles Street. Its menu features American comfort food with modern influences, along with craft cocktails and an extensive wine list. Reservations are recommended, especially during weekends and holidays.
Spend a Quiet Day at Anastasia State Park
For couples who enjoy the outdoors, Anastasia State Park offers more than 1,600 acres of beaches, tidal marshes, maritime hammocks, and dunes. The park is open from 8 a.m. until sunset throughout the year.
Walk the Ancient Dunes Nature Trail, explore miles of beach, watch for local wildlife, or rent a kayak and paddle along Salt Run. The park also has picnic areas, making it easy to turn your visit into a relaxing afternoon together.
Final Thoughts
St. Augustine’s fall season gives couples plenty of ways to reconnect without needing a packed itinerary. Walk the beach, explore downtown, share a tasting, watch the sunset from the water, or spend an afternoon surrounded by nature.
When comparing St. Augustine rentals, consider making the beach part of the experience. Book your vacation rental and give yourselves a comfortable place to relax between adventures.
Book Your St. Augustine Vacation Rental with Summerhouse
Summerhouse Beach & Racquet Club has been part of St. Augustine vacations and family traditions since 1982. Our oceanfront location near Crescent Beach makes it easy to pair quiet mornings by the Atlantic with afternoons and evenings exploring St. Augustine.
Plan your fall couples getaway with Summerhouse and discover just how relaxing St. Augustine can be during the quieter season.