Things to do in Key West

64 bookable tours and activities in Key West, USA: day trips, food tours, sightseeing and more, each with the price negotiated down for you.

• Key West Schooner America 2.0 Sunset Sail with Bar and Hors d'oeuvres

  This 2-hour sunset sail takes place aboard the modern schooner America 2.0, departing from Key West Bight Marina. Guests should arrive 30 to 45 minutes before departure to check…

• Key West Biologist Owned & Operated 4-Hour Dolphin Watching & Guided Snorkeling

  This 4-hour dolphin watching and guided snorkeling day trip operates in Key West, USA, on a boat designed by MIT-trained naval architect David Walworth to provide a quiet and…

• Harry S Truman Little White House Admission in Key West

  The Harry S Truman Little White House in Key West served as a private naval compound and later became a museum. This 1 to 2-hour guided tour covers the house’s early 20th-century…

• Key West 90-Minute Morning Jet Ski Tour with Island Views and Sandbar Stop

  This 90-minute guided jet ski tour starts early in the morning, circling around the entire island of Key West. The ride covers 28 miles along the coastline, including stops at the…

• Key West Sandbar Safari on One of a Kind Tiki Boat Lazy Lady

  This Key West tour lasts three and a half hours and takes place on the one-of-a-kind tiki boat named Lazy Lady. The trip begins at the Key West Historic Seaport, a vibrant…

• Key West Parasailing Adventure with Tandem and Triple Flights above Emerald Blue Waters

  This Key West parasailing activity takes place over the emerald blue waters surrounding the island. Participants begin by checking in at least 30 minutes before the scheduled…

• Key West Sailing and Snorkeling on a Reef Adventure

  This sailing and snorkeling tour in Key West takes about three hours, including travel time to and from the reef. The boat sails for approximately one hour to reach one of several…

• Key West 1.5-Hour Champagne Sunset Catamaran Cruise

  This 1.5-hour catamaran cruise takes place in Key West, USA, during the sunset hour. Passengers sail around the island while seated on the boat, enjoying twilight views of the sea…

• Key West Reef Snorkel and Sail Adventure with Equipment and Beverages, 3 Hours

  This three-hour boat trip sails from Key West to a living coral reef, the only one in North America. The journey to the reef takes about an hour, where guests spend an hour…

• Key West Sunset Sail Aboard Legendary Schooner Appledore

  The two-hour Key West Sunset Sail takes place aboard the legendary two-masted schooner Appledore, a classic wooden tall ship that has circumnavigated the globe. Up to 36…

• Key West Historic Bahama Village & Hemingway Heritage Small-Group Walking Tour

  This 90-minute small-group walking tour covers Key West’s Historic Bahama Village and Hemingway Heritage sites. The tour begins with an explanation of why Key West is called the…

• Key West 90-Minute Day Sail on Schooner America 2.0 with 2 Drinks

  This 90-minute sailing tour aboard the Schooner America 2.0 offers views of Key West’s coastal landmarks. The America 2.0 is a replica of the 1851 Schooner America, the original…

• Key West Mangrove Kayak Eco Tour in Quiet Side of Key West

  This two-hour eco tour takes place on the quiet side of Key West, starting at Lazy Dog Adventures. Participants paddle single or double kayaks through shallow, calm, blue-green…

• Key West Sunset Cruise: Dinner, Live Music and Drinks Included

  Guests board a 65-foot custom-built luxury catamaran for a two-hour evening cruise in Key West. The boat departs with an air-conditioned main cabin where dinner and drinks are…

• Key West 3-Hour Rum and Reggae Reef Snorkel Adventure and Sunset Sail

  This 3-hour tour in Key West takes place aboard a spacious Fury Catamaran, part of the largest luxury fleet in the Florida Keys. Guests board near the city and sail to North…

• Key West Sunset Cocktail Cruise Adults Only with Open Bar

  This adult-only cocktail cruise in Key West lasts about two hours and takes place on a 47-foot catamaran. The cruise departs one hour before sunset and returns one hour after…

• Key West 4-Hour Shallow Water Snorkeling and Wild Dolphin Watching Catamaran

  This 4-hour boat tour in Key West takes place on the Echo, a spacious sailing catamaran with seating limited to 14 passengers to avoid crowding. The tour begins with a search for…

• Key West Ultimate Watersports Half-Day with Parasailing, Jet Ski, Banana Boat & Ocean Water Park Upgrade with Snorkeling

  This Key West watersports tour lasts about three and a half hours for the half-day option and includes parasailing, a Sea-Doo jet ski ride, a banana boat ride, and access to Key…

• Key West Island Adventure Sandbar Tour with Kayaking and Paddleboarding

  This 3.5-hour tour in Key West takes place on a custom-built catamaran designed for comfort and speed, with a nautical restroom onboard. The tour visits islands and quiet sandbars…

• Kayak, Guided Snorkel and Morning Sail in Key West with Honest Eco

  This 4.5-hour tour in Key West includes kayaking, guided snorkeling, and a morning sail aboard a 42-foot catamaran with 1,092 square feet of deck space. The tour begins at the…

• Key West Ghosts and Gravestones Evening Trolley Tour

  This one-hour evening trolley tour in Key West takes place aboard the Trolley of the Doomed, traveling through the narrow, dark streets of Old Town. The guide, dressed as a…

• Key West 90-Minute Sea-Doo Jet Ski Tour 28-Mile Ride with Additional Rider Free

  This 90-minute Sea-Doo Jet Ski tour covers a 28-mile route around Key West’s coastline and backcountry waters. Participants ride top-of-the-line Sea-Doo Jet Skis, known for their…

• Key West 3-Hour Afternoon Snorkeling Sail with Unlimited Cocktails

  This 3-hour afternoon sailing tour takes place on a catamaran in the waters off Key West, USA. Guests receive unlimited cocktails and other alcoholic beverages throughout the…

• Southernmost Key West 3-Hour Food and Cultural Walking Tour of Old Town with 5 Tastings

  This 3-hour walking tour covers 1.2 miles through Key West's Old Town, focusing on the Southernmost area. The tour begins at El Siboney on Catherine Street, where participants…

• Key West Sunset Sail on 65-Foot Catamaran with Live Music, Drinks and Appetizers

  This two-hour boat cruise in Key West takes place on a spacious 65-foot catamaran designed for comfort and open views. Guests board at the corner of Greene Street and Elizabeth…

• Key West Island Jet Ski Tour from Barefoot Billy's with Full Island Loop

  The tour begins at Barefoot Billy's on the south end of Key West, where participants receive safety instructions for operating a Yamaha personal watercraft. The guide explains how…

• Key West Reef Morning Snorkeling with Breakfast and Mimosas

  This three-hour morning snorkeling tour in Key West takes place aboard the 65-foot custom-built catamaran Sandie Cat. The tour begins with a light breakfast served on board while…

• Key West All-Inclusive 6-Hour Watersports Adventure with Lunch, Beer, and Parasailing Option

  This six-hour boat tour in Key West includes up to 10 watersports activities on a floating waterpark. Guests board the Party Cat, a lively boat that takes them to the waterpark…

• Key West Sunset Sail with Alcoholic and Non-Alcoholic Beverages Included

  This 90-minute sail departs from Key West and travels through the Key West Historic Seaport and along Key West Harbor during sunset. Guests can watch other boats pass by and view…

• Key West Hop-On Hop-Off Trolley Tour with Sails to Rails Museum Admission

  This 90-minute hop-on hop-off trolley tour in Key West provides a narrated overview of the island's history, covering periods from Native American times through piracy, wrecking,…

• Key West Haunted Pub Crawl and Ghost Walking Tour with Free T-Shirt

  This two-hour haunted pub crawl and ghost walking tour takes place in Key West’s Old Town. The tour begins with each participant receiving a free commemorative T-shirt. A…

• Key West Aquarium Admission with Interactive Feedings and Conservation Tours

  Visitors enter the Key West Aquarium where tours run every 30 minutes throughout the day. The visit lasts between one and three hours and includes admission to the aquarium.…

• Key West Historic Seaport Food and Walking Tour with Seafood Tastings

  This 3-hour walking tour through Key West’s historic seaport combines local seafood tastings with visits to notable neighborhood spots. The tour begins at Eaton Street Seafood…

• Key West 2-Hour Sunset Sailing with Open Bar, Live Music and Hors d'oeuvres

  This two-hour sailing cruise in Key West takes place aboard one of Sebago's modern catamarans. Guests can enjoy drinks from an open bar that includes champagne, sangria, boutique…

• Key West's Favorite Afternoon Dolphin Sail on 60' Catamaran

  This is Key West's favorite afternoon dolphin sail aboard a 60-foot catamaran. The 2.5-hour trip carries a limited number of passengers to provide better views. The catamaran…

• Key West Afternoon Snorkeling Trip on Reef with Open Bar

  This three-hour afternoon snorkeling trip departs from Key West aboard the 65-foot Sandie Cat, a custom-built sailboat. The boat sails to the living reef near Key West, which is…

• Key West Dolphin Watch, Snorkeling Adventure and Marine Sanctuary Cruise - 3 Hours

  This three-hour boat tour in Key West begins with a close encounter at the Dolphin Playground, where participants can observe the resident dolphins in their natural habitat.…

• Key West Classic Schooner Sunset Sail with Full Open Bar

  Guests board a traditional schooner at the Key West Historic Seaport to begin a two-hour sailing trip. The schooner departs without stopping, cruising past Mallory Square, Sunset…

• Key West Eco Dolphin Watch and Snorkel Tour on 45-Foot Power Catamaran

  Guests board a 45-foot power catamaran to cruise the Gulf of Mexico’s waters around Key West. During the roughly 3-hour tour, the boat approaches bottlenose dolphins for…

• Key West All-Inclusive Sandbar Safari with Dolphin Playground Encounter and Lunch

  The Key West All-Inclusive Sandbar Safari with Dolphin Playground Encounter and Lunch lasts about five hours and begins at the Historic Seaport in Downtown Key West. The boat…

• Key West Craft Cocktail Crawl with 5 Local Cocktails and 2 Food Tastings

  This 3-hour walking bar crawl in Key West visits five local bars favored by residents, offering a selection of five craft cocktails and two food tastings. The tour starts with a…

• Key West Sunset Sailing with Dolphin Watching, Wine, and Tapas

  This 2.5-hour sailing departs from the Historic Seaport in Key West aboard a luxury catamaran. Shortly after leaving the harbor, guests can spot landmarks such as Mallory Square,…

• Parasailing Over the Historic Key West Seaport

  Key West is known for its waterfront and harbor area called the Key West Bight. This parasailing activity takes place at the Key West Bight, where participants launch from modern…

• Key West Guided Ghost and Mysteries Tour

  This walking tour lasts about ninety minutes and covers several haunted and mysterious locations in Key West. A professional local guide leads a small group through the city,…

• Key West Island Jet Ski Tour 90 Minutes with Bring a Partner Free Rider

  This jet ski tour covers a 28-mile route around the entire island of Key West. The guided ride lasts about 90 minutes and includes stops at well-known locations such as the…

• Key West Pub Crawl on Duval Street with Five Drinks at Bars and Free T-Shirt

  Key West is known for its lively nightlife centered on Duval Street. This walking pub crawl lasts about two and a half hours and visits several popular bars along Duval Street.…

• Key West Half-Day Fishing Charter on a 64' Catamaran

  This half-day fishing charter in Key West takes place on a custom-built 64-foot catamaran designed for a steady and comfortable ride. The trip lasts about five hours during which…

• Shark and Wildlife Viewing Boat Tour in Key West

  This two-hour boat tour in Key West offers a family-friendly way to see sharks and other marine animals without entering the water. The trip takes place on an eco-friendly…

• Guided Clear Kayak Eco-Tour Through Sugarloaf Key Mangroves Near Key West

  This guided kayak tour near Key West uses 100% clear kayaks that let paddlers see the marine life beneath the water. The tour lasts about two hours and focuses on the ecosystem…

• Key West Small-Group Adult Sunset Sail with Moët Champagne and Gourmet Cheese Buffet

  This two-hour boat cruise in Key West sails on shallow waters during sunset and is only for adults aged 21 and over. The trip is limited to 14 passengers on a 28-person sailing…

• Jimmy Buffett Walking Tour in Key West with Key Lime Pie and Alcoholic Beverage

  This 90-minute walking tour starts at Margaritaville in Key West, where the guide wearing a neon green shirt will meet the group. The tour covers about 30 stops in Old Key West…

• Key West VIP Robert the Doll After Dark Ghost Tour at Fort East Martello

  This tour centers on the haunted history of Fort East Martello, a Civil War-era fort in Key West known for its paranormal activity and the infamous Robert the Doll. The experience…

• Key West Full-Day Ocean Adventure with Kayaking, Snorkeling, and Sailing

  This Key West full-day ocean adventure lasts about six and a half hours and takes place aboard a historic schooner sailing into the remote backcountry of the National Wildlife…

• Key West Conch Tour Train 90-Minute Narrated Ride with Sails to Rails Museum Admission

  This 90-minute narrated ride on Key West’s Conch Tour Train covers the island's history and highlights. The train honors Henry Flagler’s 1912 railroad that connected Key West to…

• Half-Day Kayaking, Snorkeling & Sunset Sailing from Key West

  This half-day boat trip in Key West lasts about four and a half hours and includes kayaking, snorkeling, and sailing. The group is limited to 20 people, offering a relaxed…

• Key West Safari Eco Sandbar Tour with Snorkeling and Mini Pistol Boat Experience

  This 2.5-hour Key West Safari Eco Sandbar Tour with Snorkeling and Mini Pistol Boat Experience begins at Cow Key Marina. Participants receive expert instruction on how to operate…

• Key West Reef Snorkel with Morning Mimosas or Afternoon Margaritas

  This three-hour boat tour in Key West sails to North America’s only living coral reef aboard a modern catamaran from Florida Keys’ largest luxury fleet. The trip starts with…

• Key West SNUBA Experience with Full Equipment and Instruction

  This is a 3.5-hour SNUBA session in Key West that offers a way to breathe underwater without full scuba certification. Participants receive professional instruction and use all…

• Key West Sunset Sail on the Sandie Cat with Live Music, Open Bar and Food

  This two-hour sailing trip takes place on the Sandie Cat, the newest catamaran in Key West's fleet. Guests board in Key West, USA, and sail on the water during the time just…

• Key West Historic Old Town Food Tour with 5 Authentic Tastings

  The tour begins by walking through Key West’s Historic Old Town, guided by locals who lead guests through colorful streets. The 2.5-hour food-focused walking tour includes at…

• Sunset Sail Cruise on the Jolly II Rover in Key West

  This two-hour sailing cruise takes place aboard the Jolly II Rover, a traditional topsail schooner with squared rigging and red sails, docked in Key West's Historic Seaport. You…

• Key West Glass-Bottom Boat Tour with Optional Sunset Departure

  Key West offers North America’s only living coral reef, visible on this glass-bottom boat tour aboard the Pride of Key West, a 65-foot catamaran. The tour lasts about 1 hour 45…

• Private Looe Key Snorkeling Tour from Big Pine Key

  This tour departs from Big Pine Key and lasts about three hours at Looe Key Marine Sanctuary, located within the Florida Keys National Marine Sanctuary. Looe Key is part of the…

• Guided Bike Tour of Old Town Key West

  This guided bike tour in Key West lasts about two hours and covers the city’s main attractions in Old Town. A local guide leads the group, providing historical information and…