You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know what we locals call it? Paradise!! And I bet by the end of our tour you wi... More

North Hill was Pensacola's first up-scale neighborhood, and is such a magnificent place that the entire neighborhood is on the National Historic Register.  While most of its homes date from 1895-1940, the neighborhood continued t... More

Enjoy a 4-hour private tour of Miami from Miami International Airport to see the best highlights the city has to offer. Explore the city's beaches, the Wynwood art and graffiti district, Little Havana, and much more. Ensure conven... More

Our historical tour of Miami immerses you in Miami's rich history, architecture, and diverse cultures.  Your guide will take you on a journey through Miami's historical neighborhoods and to its iconic architectural landmarks.  O... More

Support small local businesses by looking us up directly on the web; ExploreToursAndPickUps. Personable tour of the holiday light display with a twist of history throughout the Historic District of St. Augustine! Venture down the ... More

Explore Arlington National Cemetery in this 2-hour guided tour. Includes a walking tour of the cemetery. Visit the grave of John F Kennedy and his Eternal Flame. Witness the Changing of the Guard at the Tomb of the Unknown Soldier... More

Personable tour of the holiday light display with a twist of history throughout the Historic District of St. Augustine! Venture down the smaller streets with our unique carts that others can not pass through! We venture off the be... More

Embark on a thrilling 1.5-hour adventure through the vibrant streets of Miami Beach with the Miami Art Deco Segway Tour, an immersive experience that takes you deep into the heart of the iconic Art Deco district. Led by knowledgea... More

During your visit to Miami you cannot miss the Boat Tour in Biscayne Bay. Visit one the most popular places in the city, Bayside Marketplace, Shopping Mall full of restaurants, bars, stores and enjoy the best tour in Miami, the a... More

Are you ready for the most unique Miami City Tour that money can you buy? For this unforgettable tropical adventure all you need to bring are your sandals, shorts, hats and be in a good mood! We will show you Miami's most exclusiv... More

Explore Miami - The Magic City with our fun and friendly local guides who will take you to witness the best views and learn about the city’s history. Your Tripshepherd Guide will greet you at either your downtown Miami or South... More

We seek out guides who have a personal passion for the locations they work. They pour out their knowledge, their anecdotes, their personal experiences so that you will feel a connection to the place.... More

We will investigate the spirits that linger near the Oldest Wooden School House on St. George Street with exclusive access to both the gardens and the School House itself. This building is documented on tax rolls since 1716 and wa... More

Our Everglades tour is conducted by a real guide with over 10 years of Miami experience. On the trip to the Everglades you will be provided with a lot of interesting information and you will learn insider knowledge directly from o... More

Embark on a spine-tingling adventure through the historic streets of St. Augustine with our captivating ghost tour. Guided by an expert in the city’s eerie past, you’ll explore iconic sites like Casa de la Paz and the Casablan... More

Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is private tour is customizable, meaning you can request to adjust the me... More

The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made the town a financial success, all while avoiding the reputation of a sinful cit... More

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at... More

The Winter Haven Chain of Lakes is very unique due to its large variation of wildlife to encounter on your journey. You may encounter Alligators sunning themselves on shore, many bird variations, otters, and many others living in ... More

Please support small business and look us up on the web to book. See Saint Augustine like you never have before on one of Pineapple Ride and Tour's Electric Vehicle. Our Historical Tours are guided by only the best and most infor... More