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key west 13 stop old town trolley tour

The Old Town Trolley Tour is your ticket to exploring this island’s charm at your own pace while enjoying the breeze and laid-back island rhythm. The Key West Old Town Trolley Tour is a hop-on hop-off sightseeing adventure with 13 stops around the city. It’s a fun and flexible way to explore famous attractions, hidden gems, and everything in between. Just hop on, relax, and let the trolley do the driving.

key west sandbar safari tiki cruise

Cruise out from Key West’s Historic Seaport aboard a charming tiki-style boat, then unwind on a secluded sandbar with crystal-clear waters, unlimited drinks (beer, wine, sangria), lively commentary, and laid-back vibes. This 3.5-hour Sandbar Safari Tiki Cruise blends tropical relaxation and adventure for a perfect afternoon escape.

key west jet ski island tour with sandbar stop

Zip around Key West on a high-speed jet ski 28 mile adventure for 1.5 hours, skim past mangrove isles, snap a photo of the southernmost point from the water, and dive into crystal-clear water at a secluded sandbar. This guided tour offers new jetskis, expert instructors, and even a free second rider per jet ski for maximum thrills. Suitable for beginners and experienced riders alike.

Our Top Recommended Fun Things To Do

key west dolphin watching & Snorkeling Sunset Cruise

Get ready to watch Dolphins frolic in their natural playground. Hop aboard a sunset cruise from Key West for dolphin-spotting, snorkeling over vibrant reefs in the Key West National Wildlife Refuge, and sipping a cold beer on your way back — all set to a breathtaking beautiful ocean panoramic sunset.

key west best street food tour with a local food guide

Savor Key West’s vibrant street-food scene with a local guide as you wander hidden alleyways and tasty food spots. Enjoy everything from fresh tacos and ceviche to Cuban sandwiches and tropical treats, all while learning about the city’s culture, history, and flavors. It’s a delicious walking adventure that introduces Key West through its best bites.

key west sunset sail with live band drinks & appetizers

Set sail from Key West on a dreamy sunset cruise featuring live music, signature drinks, and tasty appetizers. Drift across vibrant waters as the sky ignites in orange and pink hues. Sip cocktails as a live band plays from some of the best musicians in key west, mingle on deck, and capture the magic of island magic. It’s the perfect evening escape under sail.

key west signature sunset cruise with open bar, food & Music

Experience Key West’s iconic sunset aboard a sleek catamaran with this Signature Sunset Cruise: sip unlimited drinks from the open bar, savor tasty appetizers, groove to live music, and watch the sky ignite in color as you glide over turquoise waters along the horizon aboard our highly recommended Key West sunset sailing trip.

key west 3 hour afternoon reef snorkel with drinks catamaran tour

Set sail on a 3-hour Key West reef snorkel cruise aboard a speedy catamaran, glide through inviting turquoise waters, explore the third-largest living coral reef teeming with vibrant marine life, and kick back with an open bar full of beer, wine, and mixed drinks as you return to shore in style.

key west shark and wildlife viewing catamaran eco tour

Spot sharks, turtles, stingrays, and dolphins aboard a shaded catamaran on a Key West Shark & Wildlife Viewing Tour. Glide through calm backcountry waters, learn from expert captains, breathe in the sea air — all while riding in comfort and keeping it eco-friendly. It’s a thrilling, natural spectacle only steps from Duval Street.

Best Key West Fun Things To Do In Key West Florida

key west cuban & Caribbean food & cultural Walking tour

Enjoy Key West’s vibrant flavors on a Cuban & Caribbean food walking tour — sample 5 tasty dishes at 5 local gems, stroll through historic neighborhoods with a friendly guide, uncover the island’s cultural roots, and soak up the warm Key West vibes in an intimate 3-hour experience.

key west conch train tour

Hop aboard the Key West Conch Train for a charming 60-minute journey through Old Town. You’ll roll past historic homes like Hemingway’s house, learn quirky island stories from a live guide, enjoy free admission to the Sails-to-Rails Museum, and take in iconic landmarks while relaxing in open-air comfort. Our Top Pick for Family Fun Things To do in Key West.

key west 2 hour mangrove kayak tour

Paddle through peaceful mangrove tunnels on this 2-hour Key West kayak tour, where you’ll glide past ancient roots and search for wildlife like manatees, nurse sharks, and dolphins. With expert guides leading the way, enjoy up-close nature in calm water — the perfect mix of adventure and serenity.

key west famous duval street pub crawl & Souvenir T-Shirt

Explore the heart of Key West with the 2.5-Hour Duval Street Pub Crawl — hopping through five iconic bars, enjoying a cocktail at each stop, skipping the lines, and guided by a fun local host. Wrap up with a complimentary souvenir t-shirt, laughter, stories, and a vibe you can only find on Florida’s famous party street.

key west dolphin watching & Snorkeling eco cruise tour

Hop aboard a scenic catamaran for a Key West Dolphin Watch & Snorkel Eco-Tour: glide past calm back-country waters, spot playful dolphins in the wild, snorkel vibrant reefs, soak in panoramic views, and learn from an expert naturalist guide — all in a relaxed, eco-friendly setting just off the shore.

key west guided bicycle tour with key lime pie dessert tasting

Cycle through Old Town Key West with a fun-loving local guide on our favorite 3-hour bike tour for solo travelers, and romantic couples — explore historic streets, landmarks like Hemingway’s house and the Southernmost Point, and at the end indulge in a slice of award-winning Key Lime Pie. It’s casual, charming, and sweet — literally.

key west schooner sunset sail with food & Drinks ideal for romantic couples

Embark on our top pick for a romantic Sunset Sail for couples aboard the elegant schooner America 2.0 off Key West — sip complimentary drinks while grazing on hors d’oeuvres, feel the sea breeze as dolphins play nearby, and soak in the glowing skyline as the sun dips beneath the horizon. Twinkling lights. Soft music. Pure island serenity.

key west thrilling parasailing experience over the Key West Island Paradise

Soar above Key West with a thrilling Parasailing Above the Island Paradise experience — glide high over the clear blue waters, enjoy panoramic aerial views of the island, and even opt for an exhilarating ocean-dip. Designed for tandem or triple flights, this parasail ride combines adrenaline, serenity, and unforgettable photo moments.

key west sunset buffet dinner cruise with open bar & Live Music

Set sail on a magical Key West sunset dinner cruise — enjoy a gourmet buffet, free-flowing drinks from the open bar, and live music on deck as the sky turns fiery over the Gulf of Mexico. Capture sunset views from the comfort of the boat, sip your favorite cocktail, and soak in the tropical evening atmosphere aboard this two-hour floating fiesta.

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Free Key West Travel Business Directory Listing Add Website URL

Free Key West Travel Business Listing Directory

key west 13 stop old town trolley tour

key west sandbar safari tiki cruise

key west jet ski island tour with sandbar stop

key west dolphin watching & Snorkeling Sunset Cruise

key west best street food tour with a local food guide

key west sunset sail with live band drinks & appetizers

key west signature sunset cruise with open bar, food & Music

key west 3 hour afternoon reef snorkel with drinks catamaran tour

key west shark and wildlife viewing catamaran eco tour

key west cuban & Caribbean food & cultural Walking tour

key west conch train tour

key west 2 hour mangrove kayak tour

key west famous duval street pub crawl & Souvenir T-Shirt

key west dolphin watching & Snorkeling eco cruise tour

key west guided bicycle tour with key lime pie dessert tasting

key west schooner sunset sail with food & Drinks ideal for romantic couples

key west thrilling parasailing experience over the Key West Island Paradise

key west sunset buffet dinner cruise with open bar & Live Music

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