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St. Augustine vacations

NOTE: Flight service for St. Augustine is into Jacksonville.

This historic Florida destination is perfect for romantic getaways or family-friendly fun. St. Augustine is the oldest European settlement in the U.S. and home to Spanish forts, the country’s oldest schoolhouse, Fountain of Your Archeological Park, and plenty of exciting accommodations.

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Featured St. Augustine hotels

These are just a few of our available hotels in St. Augustine, we have many more available! Perform a search to see all the options Southwest Vacations has to offer.

St. Augustine, FL

St. Augustine

Book your next St. Augustine vacation package with Southwest Airlines Vacations. The oldest city in the United States, St. Augustine features more than 60 historic sites and attractions, national monuments, and more. With Southwest Airlines Vacations’ convenient flight, hotel, and car rental vacation packages, planning a trip to St. Augustine is seamless. Plus, save up to an additional $120 roundtrip per person because Bags Fly Free† with Southwest Airlines Vacations!

Book your St. Augustine vacation package with Southwest Airlines Vacations, and enjoy a relaxing stay at accommodations ranging from beachfront to historic downtown locales.

Historic Attractions in St. Augustine: Take a step back in time while on your St. Augustine vacation. Visit St. Augustine’s oldest house, the Gonzalez-Alvarez House; experience the lifestyles and craftsmanship found in 1740 at the Colonial Spanish Quarter Museum; stop at Ponce de Leon’s Fountain of Youth Archeological Park; tour the only existing 17th century fort in North America at Castillo de San Marcos; and so much more! With over 60 historic sites, the St. Augustine area is a history buff’s paradise.

Recreation in St. Augustine: The St. Augustine area is home to many golf courses, including the nation’s premier TPC Sawgrass golf course located in nearby Ponte Vedra. For the beach lovers and water enthusiasts, St. Augustine and the surrounding area is ideal for sailing, saltwater fishing, windsurfing, surfing, and boating.

Shopping and Arts in St. Augustine: There are more than 20 art galleries and 25 antique stores in St. Augustine, with shopping ranging from the unique and antique stores to two of the most popular outlet malls in the Southeast.

Discover the benefits of booking with Southwest Airlines Vacations.

†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag. Checked baggage fee comparison is based on Southwest = 1st and 2nd bag FREE vs. “The Other Guys” = 1st bag $25/one-way; 2nd bag $35/one-way; or 2 bags $60/one-way and $120/roundtrip. Source:


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