St. Augustine Trip Planning

Let us help you plan your vacation to St. Augustine. Bring the entire family to this beach destination whether you can explore nature and history in one unique place. We know the importance of planning a trip you’ll never forget, so let us help you cater your experience to your needs. Discover St. Augustine, Florida with us. Contact us today for more information or browse through our trip planning guides here. 

The beaches of St. Augustine are officially open, and that means there are more than 40 miles of shoreline to explore. St. Augustine beaches are not only great for water sports and relaxing, they are also home to abundant wildlife. From May 1 through October...Read more
Aerial view of grounds of Seaside at Anastasia
When it comes to vacation planning, once you decide on your destination, the second most important choice you’ll make is where to stay. When you’re planning a trip to St. Augustine, Florida, there are tons of options, all boasting proximity to the ocean, comfortable interiors,...Read more
two people cheersing with a glass of whiskey
For many, St. Augustine might not be the first city that pops into your head when you think of St. Patrick's Day. Maybe Boston or Chicago are the first cities that pop into your mind, but St. Augustine has been celebrating the holiday for even...Read more
A beach in St. Augustine
A family-friendly destination with tons of outdoor adventure to be had, St. Augustine makes for a perfect Spring Break vacation. With a city filled with history, plenty of outdoor adventure, and family-friendly attractions, Spring Break is sure to be filled with fun and sun in...Read more
Summer is just getting started, and if you haven't solidified a beach vacation yet, now is the time. Enjoy the historic St. Augustine this summer by staying in one of our Seaside at Anastasia vacation rentals. We still have condos available, but they are booking...Read more
A kayaker in morning light on the Silver River at Silver Springs State Park.
Everything’s better on the water, or so they say. We happen to believe it wholeheartedly here in St. Augustine. From fishing at St. John’s County Pier or taking an airboat tour to kayaking the marshland at Anastasia State Park, there are so many exciting and...Read more
Romantic Dining Experiences in St. Augustine Looking to impress a first date, re-kindle the fire of an existing relationship, or celebrating a special occasion as a couple? St. Augustine is the place to be! Filled with historic charm and a history of love since the...Read more
A skyline view of St. Augustine
Start planning your last-minute St. Augustine vacation to bring a relaxing and fun-filled end to Summer 2021!Read more
Benefits of a Condo Rental for Your Beach Vacation People are beginning to travel again and missing the yearly vacation that was probably canceled or postponed from last year and eager to enjoy that beach time again. A condo rental has definite advantages over a...Read more
It's no secret that there are so many great St. Augustine restaurant s to taste your way through, but did you know that St. Augustine is also home to some fantastic wine? San Sebastian Winery is a favorite attraction for wine aficionados and casual drinkers...Read more