Southernmost Point of the Continental USA Tours

Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.

Explore the best that Key West has to offer on this narrated, Conch Tour Train excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.

Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West! What to bring: Hat, sunglasses, and sunblock is a must. Bring at least one bottle of water for yourself. Wear comfortable clothing and shoes. Sneakers are the best option. Camera or your phone to take pictures. Your adventurous spirit :)

When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.

Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live or visit the Mel Fisher Maritime Heritage Museum. Take a hop-on hop-off trolley tour, see the sites from the famous Conch Tour Train, or take an optional snorkeling tour. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.

This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island.Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter. Feel free to bring food or beverages of your choice. Price is $375 TOTAL and includes up to 6 people. Looking forward to seeing you on the dock!

When arriving at the Port of Key West, explore the best this island city has to offer on a narrated, 90-minute Conch Tour Train independent excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of lesser known historical events and explore the cultural legacies of the Southernmost District and surrounding areas of Key West.

You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.

Key West Highlights- “WINNER 2020 Best Key West Walking Tour" Join our award-winning guides for a wonderful, fun, and informative 2 hour stroll through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as your local guide brings to life the rich and colorful history, legends, points of interest, flora/fauna, and culture that make Old Town Key West unique and famous across the globe. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you.

Key West Highlights Private Tour- “WINNER 2020 Best Key West Walking Tour" Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) on a wonderful 2 hour private stroll through the historic Old Town streets. Our goal is for you to have fun while enjoying the rich and colorful history, legends, points of interest, and culture that make Old Town Key West unique and famous across the globe. The quality of our tours and our guides is unmatched on the island. With unique insights and carefully crafted tour routes, we strive to provide the best walking tours available in Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you.

Key West's flat roads are perfect for cycling. The Atlantic side of Key West offers the island's most scenic views and widest streets. Simply download this GPS-driven audio & multimedia tour to your phone or tablet. As you ride, you'll be alerted to historical and cultural landmarks, ecological facts, scenic side streets and worthwhile attractions, as well as good places to eat and restroom stops. It's like bringing along your own local tour guide! Visit 25 points of interest in just one hour of cycling (10 miles,) avoiding heavily-trafficked streets and crowded areas downtown. Bring your own bike or rent from one of our suggested vendors. A one-speed beach cruiser or bike for urban riding works perfectly. You won't be going up hills or off-roading. Sight-see at your own pace, avoid being herded in a crowd and linger only in the places that truly interest you. After purchasing, check your confirmation emails for instructions on how to download your tour to your phone or tablet.

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Choose to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. We're licensed like a limousine, so you can enjoy your favorite beverages en route. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.

Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. **If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide for only $1 per person** It's air-conditioned with several convenient stops throughout Old Town. These tours are private so you can ask questions and we can customize the tour to your interests. Your tour guide is knowledgeable about everything Key West, so don't hesitate to let us know what interests you and what you want to know about Key West.

Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. If you selected the snorkel option in Key West we will board a boat and go out to the reef where we will snorkel and experience Florida's underwater world. After the snorkel tour you will have some time to experience the highlights of Key West on your own. If you selected the transportation only tour option you can enjoy 6 hours of leisure to exploring the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. Stroll along Duval Street with it’s cute shops, galleries and cafes to the famous southernmost point monument only 140 km or 90 miles north of Cuba. Key West’s Caribbean flair and charm will seduce you and is a favorite day tour from Miami. Round trip transportation is included