Sit back as the talented Old Town Trolley conductors share the history, attractions and sights of America's oldest city. Founded by Pedro Menendez de Aviles in 1565, St. Augustine is a unique city filled with colonial Spanish neighborhoods, magnificent buildings and a charm all its own. The hop-on hop-off tour with 21 stops, features live narrations including 100 points of interest. Your ticket also includes admission into the St. Augustine History Museum.

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine a unique view of the city and a way to enjoy St. Augustine’s historic land marks and natural beauty. Our 75 minute cruises, narrated by the captain, provide an incomparable way to enjoy St Augustine's historic landmarks and natural sites of interests.

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best first way to see St. Augustine is with Explore Tours and PickUps, especially if it’s your first time visiting. You’ll cover more ground than walking tours while enjoying a personal, guided experience through the nation’s oldest city. Perfect for couples, families, and anyone wanting a relaxed but informative overview before exploring on their own. Cruise through the historic district while learning the stories behind St. Augustine’s most important landmarks. Your guide shares history, local insight, and recommendations so you know exactly what to do after the tour. Many guests choose this as their first activity to get a feel for the city and often search for us again after to plan future visits or recommend us to friends.

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will give you a tour on nature, wildlife, and famous historic landmarks. We are lucky to see a plethora of wildlife during this cruise including dolphin and birds like the famous Roseate Spoonbill! Remember, this entertaining cruise is during the sunset in the winter months, and in the early evening the rest of the year! You will receive a presentation and sampling of 6 fabulous wines (including local favorites) as we cruise past the famous historic bayfront. Our bar on board has an excellent variety of beer, wine, bubbly and soft drinks for purchase at very reasonable prices. There are no other tours like this in St. Augustine!

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas River while enjoying stunning views of the nation's oldest city from the water. As the sun dips below the horizon, casting vibrant colors across the sky, you'll sail past our iconic landmarks with your favorite drink in hand! Enjoy great music, show off your dance moves, and toast to the beauty of a St. Augustine sunset on this unique party boat adventure! THIS IS A PARTY BOAT - EXPECT A PARTY! All tours are BYOB - Bring your own booze and food with you! AGE REQUIREMENT: 18 YEARS OR OLDER

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours are available on our website ONLY*** Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to get to know you and share many stories about the oldest continuously occupied european settlement in the continental United States. Our tours are conducted on an electric vehicle with open sides and seat up to 10 People. This is an excellent way to see where everything is, and to learn Saint Augustine's history in a fun and informative way. Three reasons to consider our tour: - FREE parking or get picked up anywhere downtown, Just call - We are pet friendly, all sizes and breeds welcome - This is THE MOST conveniently located and professional tour service available in Saint Augustine.