Pineapple
Ride & Tour
Specializing in the St. Augustine Experience Since 2015
The Perfect Way to Start Your St. Augustine Adventure.
St. Augustine is beautiful, historic, and often not easy to navigate. Pineapple Ride & Tour makes it simple: park on-site or let your guide pick you up, sit back, and let one of our expert local guides show you what makes the oldest city great.
Skip the Parking Headache
Free parking is available for every tour, so our guests can explore more of our city.
Great for Small Groups
Our vehicles seat up to 10, making our tours ideal for all members of your party.
Real Local Storytelling
Guests praise our guides for their knowledge and passion for St. Augustine.
Dog-Friendly Adventures
We love seeing your pup! Bring them along to avoid the long walks and hot sidewalks.
Choose your Perfect St. Augustine Tour
Best for families, first-time visitors, shorter trips and anyone who wants a great overview of St. Augustine history!
Is it your first day in the oldest city? This tour will give you a great introduction to what
St. Augustine has to offer!
Per Guest
$44
Per Row, Up to 3
$100
Private Tour, Up to 10
$260
1-Hour Historical Tour
Recommended Tour
2-Hour Historical Tour
Best for private groups, deeper history, more stops and guests who want the full dive into life in St. Augustine.
This tour is recommended for the private-group experience. The additional time allows for more history and exploration.
Per Guest
$70
Private Tour, Up to 10
$320
3-Hour Historical Tour & Foodie Adventure
Best for guests looking to explore rich flavors along with a deep dive into history.
Our tour guides are experts on the town's food scene and are here to show you the best of the best.
Per Guest, Minimum 3
$90
Private Tour, Up to 10
$400
Private, Personal and Easier than Planning it Yourself.
Walking tours can be tiring. Trollies can feel crowded. Driving yourself means spending more time finding parking than exploring the city.
Great for grandparents, parents & kids
Ask questions and enjoy a personalized experience
Best first stop for your vacation
Frequently Asked Questions
Should I take the 1-hour or 2-hour tour?
Choose the 1-hour tour for a quick, easy overview of St. Augustine. The 2-hour tour dives deeper into the history of our great town.
Can I book a private tour?
Yes! Our electric vehicles seat up to 10, but we offer private tours for groups up to 30. Consider the 2-hour private tour option, it provides the best deal.
Do you offer Nights of Lights tour options?
Yes! We love Nights of Lights and offer tours every night of the season. Forget the crowds and let us show you the beauty.
Is parking included?
Yes! We provide free parking for all of our guests. There is a parking lot on-site and an additional overflow lot. You are always guaranteed parking with us.
Are dogs allowed?
Yes! We love seeing your furry friends. All of our services are dog-friendly. Be aware, the seats can be slippery for paws, so consider bringing a towel for them to sit on.
Is this a better option than the trolley?
The trolley can often be difficult to navigate. Our vehicles are mobility-friendly with easy access and no need to get on/off.
When should we plan to take our tour?
Our tours are a great overview to life in St. Augustine. Considering making us your first stop during your visit!
I need a ride. Can you help?
Yes! In addition to tours, we offer ride services throughout downtown St. Augustine. Give us a call and we can get you where you need to go.
About Us.
Locally owned and operated since 2015, Pineapple Ride & Tour prides itself on providing unique, entertaining and professional services in and around St. Augustine. Our expert, local guides blend centuries of history with their own research and experience.
All tours are conducted in state-of-the-art electric vehicles. Just sit back, relax and let us show you around.
Free on-site parking is available for all guests.
Join us for a journey in the heart of the oldest city!
