• Biscayne Bay - The South Beach Bike Tour begins with a picturesque ride along Biscayne Bay, where the city’s history unfolds—not with neon lights, but with mangroves, marshes, and the ancient Tequesta people who flourished here long before developers envisioned art deco palaces. The guide, a blend of historian and storyteller, will narrate tales of shipwrecks, pirates, Bahamian workers, and visionary tycoons who transformed a swampy wilderness into the global icon that is Miami Beach. Feel the salty breeze as you gaze over the bay and imagine schooners instead of yachts, and trading posts instead of condo towers. This isn’t just a stop—it’s a journey through time. For those seeking more than just sunshine, our Bike Tours in Miami Beach offer the soul of the city through stories, sights, and salty air. It’s the kind of history that stays with you—sweat, smiles, and all.

• Maurice Gibb Memorial Park - Next on the South Beach Bike Tour, we glide into the serene beauty of Maurice Gibb Memorial Park, a hidden gem away from the hustle of the strip. Named after Bee Gee Maurice Gibb—who called Miami Beach home for much of his life—this bayfront oasis offers sweeping views and soulful stories. As we rest under the palms, you’ll hear about the original Collins Bridge, once the longest wooden bridge in the world, and its modern-day transformation into the elegant Venetian Causeway. But it’s not just about concrete and coastlines—we’ll delve into Miami’s rich musical legacy, from the disco-infused beats of the Bee Gees to the soundwaves of superstars who’ve recorded in this tropical melting pot. This stop is for lovers of music, culture, and old-school cool—exactly the kind of moment that makes Miami Beach Bike Tours more than just a ride. It’s a vibe, a view, and a piece of Miami’s artistic heartbeat.

• Holocaust Memorial Miami Beach - On the South Beach Bike Tour, we take a meaningful detour into the quieter, residential heart of Miami Beach—where stories live behind pastel façades and lush bougainvillea. As we ride eastward, the energy softens, and we arrive at the powerful Holocaust Memorial, a striking monument that honors memory, resilience, and the human spirit. Here, the guide will share the profound impact of the Jewish community on the development of Miami Beach—from the early 20th-century pioneers who built businesses from the ground up, to the generations that helped shape the city’s identity through culture, food, and civic life. This is a moment to reflect, to connect, and to understand Miami on a deeper level. It’s stops like this that make Bike Tours in Miami Beach more than just sightseeing—they become journeys of remembrance, discovery, and respect.

• The Fillmore Miami Beach at the Jackie Gleason Theater - Our South Beach Bike Tour continues to one of Miami Beach’s most storied stages—The Fillmore, formerly the legendary Jackie Gleason Theater. Beneath its sleek, retro marquee lies a golden era of comedy, charm, and big-band flair. This is where Jackie Gleason, the larger-than-life Honeymooners star, brought his hit variety show to life after falling in love with Miami Beach in the ‘60s. Gleason didn’t just perform here—he lived here, golfing by day, hosting Hollywood’s finest by night, and filming “The Jackie Gleason Show” in front of packed crowds. The man put Miami Beach on prime-time television and helped shape its glitzy, glamorous image. As we pause at this cultural cornerstone, you’ll hear tales of celebrity encounters, Rat Pack sightings, and a bygone era of showbiz flair. For fans of entertainment history and hidden backstories, Miami Beach Bike Tours don’t just roll through—they rewind time.

• Collins Park - As our South Beach Bike Tour rolls through the serene charm of Collins Park, you’ll feel like you’ve stumbled into an outdoor art gallery with a tropical twist. Shaded by enormous, centuries-old Baobab trees—some of the oldest living things in the city—this breezy neighborhood blends natural wonder with creative expression. We’ll cruise past striking public art installations, each with a story that captures Miami’s soul: bold, modern, sometimes a little weird, but always thought-provoking. At the heart of it all sits the Bass Museum of Art, a cultural landmark showcasing contemporary works in a city that thrives on reinvention. This stop invites you to slow down, look around, and soak in the harmony of nature and artistic spirit. It’s the kind of moment that defines Bike Tours in Miami Beach—a blend of curiosity, beauty, and the unexpected, all under a canopy of sun and shade.

• The Betsy Orb - Tucked between two striking buildings just off Ocean Drive, we’ll uncover one of South Beach’s quirkiest secrets—a mysterious orb, lodged in an alleyway like a forgotten moon between the Art Deco dreams of famed architects L. Murray Dixon and Henry Hohauser. It’s weird, wonderful, and the perfect intro to Miami Beach’s iconic architectural flair. From soft pastels to sleek geometric lines, we’ll dive into the details of Art Deco design—how it emerged during the 1930s as a bold, optimistic vision of the future, and how these visionaries helped shape the playful elegance that defines South Beach. As we continue riding down legendary Ocean Drive, the guide will point out both historic gems and exciting upcoming restorations, offering a rare glimpse into the past and future of this living, breathing museum. On our South Beach Bike Tour, this isn’t just sightseeing—it’s a moving masterclass in design, history, and the charm that makes Miami Beach Bike Tours unforgettable.

• Ocean Drive - As our South Beach Bike Tour rolls along Ocean Drive, we’ll glide past the jewels of the world’s most iconic Art Deco district, where every pastel façade and neon glow tells a story. First up: the legendary Cardozo Hotel, a 1939 beauty restored by Gloria and Emilio Estefan, blending Hollywood glam with Latin soul. Just down the block looms the unforgettable Versace Mansion, where fashion icon Gianni Versace left an indelible mark on South Beach style—its Mediterranean Revival design standing proud among the Deco curves. Then there’s the pulsing energy of The Clevelander, a neon-drenched beacon of nightlife and revelry. Each stop reveals more of the district’s layered history—from mobsters to models, movie sets to music videos. It’s a sun-soaked time capsule you get to ride through. For fans of design, drama, and jaw-dropping architecture, Bike Tours in Miami Beach offer a front-row seat to the story behind the style.

• Art Deco Historic District - On the South Beach Bike Tour, we ride through the heart of the Art Deco Historic District, where architecture pops with personality. The Cardozo Hotel showcases classic Streamline Moderne design—curved edges, porthole windows, and sleek symmetry meant to evoke movement and modernity. Just ahead, the former Versace Mansion offers a dramatic contrast with its Mediterranean Revival style—stone detailing, ironwork, and vivid mosaics inspired by European villas. Then there’s the lively Clevelander, a neon-lit icon with bold curves and terrazzo floors that echo the look of a luxury ocean liner. These aren’t just buildings—they’re expressions of Miami Beach’s bold, tropical spirit. Whether you’re drawn to history, design, or just a great photo op, Miami Beach Bike Tours like this one let you roll through a vibrant time capsule of 1930s glamour with a splash of sunshine.

• Versace Mansion - On the South Beach Bike Tour, we’ll cruise past the icons of Ocean Drive, each with its own unforgettable story. The Cardozo Hotel, owned and restored by Gloria and Emilio Estefan, is a blend of classic style and Latin pop history—quiet elegance with star power. Just ahead, the former Versace Mansion, one of the most photographed homes in America, oozes opulence and mystery. Once home to fashion legend Gianni Versace, it’s now a boutique hotel steeped in luxury and lore. Then there’s the Clevelander, a nonstop party spot that’s been serving up poolside drinks, live DJs, and spring break memories for decades. And that’s just the beginning. Each building on this stretch is a character in the wild, colorful story of Miami Beach. Whether you’re into fame, fashion, or fun, Miami Beach Bike Tours give you a front-row seat to the people, places, and legends that make South Beach unlike anywhere else.

• South Pointe Park Pier - On the South Beach Bike Tour, we’ll ride out onto the stunning South Pointe Pier, where the views are as rich as the history. From this breezy perch, you’ll take in the endless Atlantic Ocean, the exclusive enclave of Fisher Island, and the bustling activity of PortMiami—the world’s busiest cruise port. But beyond the beauty lies a deeper story. You’ll hear about Miami’s surprising role in World War II, when soldiers trained on these very beaches and German U-boats stalked the coast. Learn about Carl Fisher, the visionary who transformed a mosquito-filled swamp into a glamorous playground for the world’s elite. As cargo ships glide past and fishing lines drop into the sea, the guide will connect Miami’s glittering present to its gutsy, innovative past. It’s a perfect mix of sunshine and storytelling—exactly why Bike Tours in Miami Beach turn a simple ride into an unforgettable journey.

• South Pointe Park - On the South Beach Bike Tour, we’ll ride through the palm-lined paths of South Pointe Park, one of Miami Beach’s most scenic gems. As we cruise along the canal, you’ll catch stunning views of the turquoise waters where sleek yachts glide by, fishing boats head out to sea, and—if we time it right—one of the massive cruise ships departing from PortMiami, the busiest cruise port in the world. The scale is jaw-dropping, and the contrast between vessels tells the story of a city shaped by the sea. With the ocean breeze in your hair and skyline views all around, it’s the perfect blend of relaxation and awe. And don’t forget to keep your eyes on the water—you might spot a manatee surfacing for air or a pod of dolphins playing in the channel. From ships to sea life, Miami Beach Bike Tours give you a front-row seat to the magic of Miami’s waterfront.

• Star Island - On the South Beach Bike Tour, we keep things cool and comfortable year-round with a seasonal highlight designed for maximum guest enjoyment. From November 1 to April 30, we cross the bridge to the ultra-exclusive Star Island, a man-made marvel home to jaw-dropping estates and even bigger names—Gloria Estefan, Rick Ross, P. Diddy (yes, that guy), and more. It’s a chance to peek behind the gates of Miami’s celebrity playground and hear the wild, fun stories that come with it.

From May 1 to October 31, when the sun shines strongest, we shift gears and head to the breezy South Pointe Pier. There, you’ll soak up breathtaking views of the Atlantic Ocean, Fisher Island, and PortMiami, the world’s busiest cruise port. The guide will dive into Miami’s World War II history, Carl Fisher’s wild vision, and how this city rose from swampland to spotlight.

Whichever route you take, Bike Tours in Miami Beach offer unforgettable views, stories, and seasonal surprises.

• Tour Guide
• Bicycle use
• Use of Helmet

• Bottled water
• $10 per person (or more) suggested guide gratuity. (via Cash, Zelle, Venmo, CashApp or PayPal)

Prepare to embark on an exhilarating journey through paradise with Bobby’s Bike Hike’s Ultimate City Miami Beach Bike Tour. This stunning 10-mile (16 km) adventure is perfect for those aged 10 and up, offering a vibrant exploration of Miami’s culture, history, and coastal charm on two wheels. As the pioneer of city bike tours in America, Bobby’s combines highly-rated storytelling with smooth, scenic rides for a truly unique experience.

Guided by knowledgeable local experts, participants will discover the rich history of Miami Beach, from its ancient tribal origins to its glamorous evolution as a cultural hub. Ride beneath swaying palm trees, alongside turquoise waters, and through neighborhoods brimming with character. Along the route, admire the world’s largest Art Deco district, pass by the iconic Versace Mansion, and—during the season from November to April—cycle across the bridge to admire the celebrity homes on Star Island.

This Miami Bike Tour is more than just a ride—it’s an immersive journey into the heart of South Beach. Sun and stories blend seamlessly for an unforgettable experience.

For a full refund, cancel at least 24 hours before the scheduled departure time.