Activities in Key West · Page 7

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Activities

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343 results

Private Sandbar Adventure in Key West BackcountryFrom US$500
5.0 · 51 reviews 3 h

Private Sandbar Adventure in Key West Backcountry

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.

Original Key West Pub Crawl: The Best Bars with Free T-ShirtFrom US$42.95
4.6 · 372 reviews 2 h 30 min

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!

Key West Private 6-Person Sandbar & Snorkeling CharterFrom US$749
5.0 · 30 reviews 4 h

Key West Private 6-Person Sandbar & Snorkeling Charter

Your Day, Your Way! Step aboard our 24’ center console and discover the best of Key West’s stunning waters! Perfect for groups of up to six people, this private, captain-guided adventure takes you through crystal-clear waters to beautiful sandbars and unspoiled beaches that can only be reached by boat. With comfortable seating and a T-top for shade, you’ll have everything you need for a fun and relaxing day exploring the breathtaking beauty of the Florida Keys!

Key West Historic Seaport Food & Walking TourFrom US$93.55
4.9 · 680 reviews 3 h

Key West Historic Seaport Food & Walking Tour

Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.

Dry Tortugas National Park Day Trip by Luxury Private BoatFrom US$1,500
3.9 · 11 reviews 8 h

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury boat, ensuring a swift and comfortable journey through the stunning turquoise waters to Dry Tortugas National Park. Revel in top-class amenities perfect for sunbathing, sightseeing, and relaxing with your private group. Discover secluded islands and pristine tropical beaches on this guided full-day adventure. History buffs will be captivated by Fort Jefferson, while outdoor enthusiasts will relish the world-class snorkeling and breathtaking natural beauty. This unique voyage combines exhilarating open-sea travel with an intimate and personalized experience, creating memories that will last a lifetime.

2 Hour Mangrove Maze Kayak Tour in Key WestFrom US$65
5.0 · 5 reviews 2 h

2 Hour Mangrove Maze Kayak Tour in Key West

Navigate through the stunning Mangrove Tunnels on this engaging 2-hour kayak tour in Key West. Ideal for all ages and skill levels, this adventure allows you to explore diverse ecosystems while searching for fascinating wildlife like manatees, nurse sharks, and playful dolphins. Led by knowledgeable guides, every excursion provides a unique experience filled with insights about the local flora and fauna. With single and double kayaks available, gather your family or friends for an unforgettable journey through the mangroves. - Tour duration: 2 hours, suitable for ages 6 and up - Max group size of 35, ensuring a personalized experience - Spot wildlife including manatees, sea stars, and birds - Essential gear: sunscreen, water, and waterproof items recommended

Key Lime Pie Walking Tour of Key West Historic SeaportFrom US$69.88
4.9 · 60 reviews 1 h 30 min

Key Lime Pie Walking Tour of Key West Historic Seaport

Taste the sweetest adventure in Key West—sunshine, stories, and the island’s most iconic dessert. Led by a Key West expert who’s part historian, part foodie, and fully obsessed with the island’s iconic slice, this small-group tour is a feast for all your senses. Wander the Historic Seaport while savoring three decadent Key Lime Pie tastings, each with its own tropical twist, and sip a refreshing Key Lime cocktail. Along the way, your guide shares insider tales, quirky legends, and secret local spots you won’t find in any guidebook. Fun, flavorful, and unforgettable—this is the Key West experience you’ll be raving about long after the crumbs are gone.

Key West Hidden Sanctuary Mangrove Kayak Tour With DrinksFrom US$137
4.6 · 9 reviews 5 h

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone

Glow And Discover, Guided Night Kayak Eco Tour in Key WestFrom US$89.95
4.6 · 21 reviews 1 h 30 min

Glow And Discover, Guided Night Kayak Eco Tour in Key West

Night Kayak Key West offers a unique and immersive experience that sets it apart from typical daytime kayaking trips. The primary draw of kayaking at night in Key West is the opportunity to explore the waters under the cover of darkness, providing a whole new perspective on the island’s natural beauty. Paddling at night transforms the entire environment. The quiet of the night, the calm of the water, and the cool evening air create a serene and peaceful atmosphere that’s hard to replicate during the day. The sensation of being out on the water under a star-filled sky adds to the tranquil and meditative experience. While kayaking at night, you're more likely to see certain species that are more active after dark. Key West is home to many nocturnal animals, including fish, rays, and even the occasional sea turtle. The stillness of the night allows for quieter, more intimate interactions with nature, giving you a rare opportunity to witness the island’s wildlife in a different light.

Key West Ghost and Mysteries Guided TourFrom US$33
4.5 · 1,121 reviews 1 h 30 min

Key West Ghost and Mysteries Guided Tour

This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your guide. Along the way, you’ll not only hear eerie ghost tales but also discover fascinating Key West history and colorful local lore that bring the island’s haunted past to life.

Key West Cocktail Cruise Adults Only Sunset Cruise with Open BarFrom US$65
4.9 · 183 reviews 2 h

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise.   Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with precision. "All Inclusive" Craft Beer, Fine Wine and of course Craft Cocktails are featured each night onboard our spacious 47’ catamaran.  We offer a full range of House Specialty Cocktails, California Wines, and South Florida Craft Beer. Our intention is to amaze our guests with 5-star service, and to offer a fresh and unique Sunset Experience every single evening!

Key West Dolphin & Snorkeling Tour - Small GroupFrom US$127.92
4.8 · 126 reviews 3 h

Key West Dolphin & Snorkeling Tour - Small Group

Featured in National Geographic Travel - Over 1,750 five-star reviews and ranked #1 on Google Maps for Key West dolphin tours. Small Groups, Big Experience - Maximum 6 guests on comfortable Four Winns (25ft) or Robalo (25ft) boats. Enjoy unobstructed dolphin views and personalized attention from USCG-licensed captains. 95% Dolphin Success Rate - Our captains know these waters after 20 years. While wild dolphin sightings aren't guaranteed, our track record speaks for itself. Premium Comfort - Full rooftop shade, open bow for sunbathing, ample storage, onboard restroom, and complimentary refreshments. Flexible Policy - Minimum 3 passengers required. If not met, we offer private charter conversion (add one ticket), reschedule, or full refund. Daily Departures - Perry Hotel Marina, Stock Island with free parking. Times vary seasonally for optimal conditions.