Cross Every Stop Off Your St. Augustine Bucket List

When St. Augustine newcomers first get to town, many wonder if it is possible to fit every activity into their schedule! There is never a boring day around town, for locals and visitors alike. The oldest city constantly welcomes new museum exhibits to explore, restaurants to experience, or live music to enjoy. We know that you can’t do everything in just a few days, but that’s okay! You’ll have to visit St. Augustine again and again.

Navigating the historic district for the first time can be overwhelming, but don’t worry, there are a few things that you can do before and during your vacation to make the most of your time here, whether it is your first trip or tenth.

Take Advantage of Pineapple Ride and Tour’s All Day Pass

Pineapple Ride & Tour can bring you anywhere around town, any time you want. The All Day Pass is a unique way to experience different parts of the city without walking from one end to the other.

For just $55 per person, you receive unlimited rides from 9 am to 4 pm. After you have signed up, give them a call and one of the friendly drivers or guides will send you on your way. It’s easy!

Don’t worry– if you are out on the town in the evening, ride services are still available for $5 per person. They won’t leave you stranded and are dedicated to ensuring everyone who takes advantage of these services fully enjoys their St. Augustine experience without the stress of navigating the busy streets.

Driving into town and looking for a convenient place to leave your car? Pineapple Ride & Tour offers free, onsite parking for all guests. Leave your car with them and hop into a convenient electric golf cart, ready to enjoy St. Augustine without constantly paying at a street meter.

As a bonus, Pineapple Ride & Tour is dog-friendly! No more leaving your pup back in the hotel when you go out for dinner, or worse, not being able to bring them on vacation. St. Augustine is an incredibly dog-friendly town, and this transportation service is no different. Be aware, though, electric vehicle seats are plastic, so that some excited dogs may need a little help settling in for their adventure.

Stay Close to the Attractions

Where you begin your day in St. Augustine is just as important as how you spend it. There are countless places to enjoy your stay, so make sure to do your research to find what best fits your needs and your family's.

For those in need of a resort experience in the heart of the historic district, look towards the Casa Monica. One of the city's premier spots, the Casa Monica’s beauty shines inside and out. It is just steps from St. George Street and the Lightner Museum, offering plenty of options to keep you busy throughout the day.

The Poseidon Spa at Casa Monica will leave you refreshed and energized for another day of exploring St. Augustine’s centuries-old history. Regardless of your wellness needs, there is a treatment available for you.

If you prefer a more modern experience, consider the AC Hotel. Located in a quieter area of town, it is the perfect spot for a beach vacation. There are even rooms with waterfront views from balconies or patios. If you’re lucky, you may even see dolphins swimming in the marina below!

The AC Hotel is one of the newest hotels in the city, so it offers all the modern amenities to ensure a relaxing St. Augustine trip. This includes on-site parking, a pool with a gorgeous view, and a fitness center with brand-new equipment.

Tips to Help You Make the Most of Your Vacation

Every historic city is unique and requires preparation to appreciate its views fully. St. Augustine is no different, but that makes the experience even more exciting!

First, wear comfortable shoes. Many St. Augustine streets are made from brick and date back to the Henry Flagler era. While they are fascinating to look at, many can also be worn down and uneven from over a century of use. Keep the stilettos in your suitcase and opt for a more sensible option during your exploration of the historic district.

Second, don’t be afraid to go off schedule! There are so many experiences to be had in the oldest city, and none will disappoint you. Many historic homes and museums are scattered throughout the city. Some, like the Father Miguel O’Reilly House, have free admission! You don’t have to worry about spontaneous stops cutting into your vacation budget.

Finally, take plenty of breaks. There are many options around town to sit in air conditioning and relax while your group discusses the sights for the rest of the day. If you are in the mood for an afternoon pick-me-up, consider Kookaburra, a favorite coffee shop among locals! While there are now nine locations, the business started right on Cathedral Street in downtown St. Augustine.