USA · KEY WEST TOURS

15 Key West Tours to Build a Day Around

63 tours  ·  from $26

This is the shortlist you would send a friend: 15 key west tours worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - Boarding at 205 Elizabeth Street
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Drinking Tours, Drinking Tours in Key West, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

1.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79Our pick

Spend about two hours sailing from Key West with local musicians, a full liquor bar, champagne, wine, sangria, beer, soft drinks, and hearty hors d’oeuvres. You’ll pass Mallory Square, Fort Zachary Taylor, and Sunset Key before returning to the harbor.

“The staff was excellent as well as the entertainment! They made sure you had a great time and the appetizers were perfect. The captain was skilled and made sure everyone was safe and comfortable.”

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Shark and Wildlife Viewing Adventure in Key West - Harbor views and the route toward mangrove islands
Key West Tours, Tour Reviews, Wildlife

Shark and Wildlife Viewing Adventure in Key West

2.Shark and Wildlife Viewing Adventure in Key West

★★★★★★★★★★5.0 · 2,962 reviews · 2 hours (approx.) · from $99Top rated

Join local captains such as Clay, Matt, or Tanner aboard the Tiger Cat, a 34-foot catamaran bound for mangrove islands and offshore shark habitat. Expect about an hour of close shark viewing, plus chances to see dolphins, turtles, stingrays, birds, and other Florida Keys wildlife.

“Clay & Tanner gave us a spectacular trip to see lemon sharks in the wild. Worth every penny (and then some)! My wife and our adult children were 100% satisfied!”

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Guided Bike Tour of Old Town Key West - Mile Marker Zero and the Southernmost Point Buoy
Cycling Tours, Guided, Key West Tours, Tour Reviews, Tours

Guided Bike Tour of Old Town Key West

3.Guided Bike Tour of Old Town Key West

★★★★★★★★★★5.0 · 2,611 reviews · 2 hours (approx.) · from $59

This relaxed two-hour ride starts and ends at 122 Ann Street. A local guide leads you through Old Town highlights such as Mallory Square, Mile Marker Zero, the Southernmost Point Buoy, historic homes, and the former Navy dock. Expect easy bikes, frequent stops, cold water, and key lime pie at the finish.

“James was a terrific guide! Very informative and entertaining! We had a great time in spite of the rain! Very easy ride and I’m an out of shape old lady!”

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Key West Mangrove Kayak Eco Tour - The launch: simple instruction and helpful staff
Canoes & Kayaks, Kayaking Tours in Key West, Key West Tours, Tour Reviews, Tours

Key West Mangrove Kayak Eco Tour

4.Key West Mangrove Kayak Eco Tour

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $80

Paddle shallow mangrove creeks near Hurricane Hole Marina with guides such as Brett, Rachel, Heather, or Bethany. You’ll learn about Florida Keys geology, handle selected sea life, and look for sharks, manatees, birds, crabs, and jellyfish. Single and double kayaks suit beginners, families, and dogs.

“Very nice tour guide. Very informative! Tour was very good!! It was a beautiful day. Not too tiring. Worth the money”

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Southernmost Food & Cultural Walking Tour by Key West Food Tours - Starting at El Siboney on Catherine Street
Food, Food & Drink, Key West Tours, Tour Reviews, Tours, Walking Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

5.Southernmost Food & Cultural Walking Tour by Key West Food Tours

★★★★★★★★★★5.0 · 1,730 reviews · 3 hours (approx.) · from $90

Spend about three hours walking 1.2 miles through Key West Old Town with a local guide such as Marissa, Kieran, Mike, or Kayla. Expect five generous tastings, Cuban coffee, key lime pie, a rum drink, neighborhood history, and stops at family-run places away from the busiest streets.

“This was a great cultural experience with wonderful food and drinks. Kieran was a great historian with wonderful personal stories that added greatly to the experience! I recommend this tour wholeheartedly!”

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Key West Sunset Cruise: Dinner, Live Music & Drinks Included - Drinks included in the $92.95 price
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

6.Key West Sunset Cruise: Dinner, Live Music & Drinks Included

★★★★★★★★★★4.5 · 1,707 reviews · 2 hours (approx.) · from $92

Board a 65-foot yacht at Key West’s historic seaport for a two-hour sunset cruise with crew-served Caribbean buffet, unlimited well drinks, beer, wine, soft drinks, and live music. You’ll pass Mallory Square and the Florida Keys National Marine Sanctuary before returning to the harbor.

“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”

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Half Day Snorkel Trip on Reefs in the Florida Keys - Boarding the catamaran in Key Largo
Key West Tours, Tour Reviews

Half Day Snorkel Trip on Reefs in the Florida Keys

7.Half Day Snorkel Trip on Reefs in the Florida Keys

★★★★★★★★★★5.0 · 1,699 reviews · 3 hours 30 minutes (approx.) · from $75

Spend about three and a half hours aboard a roomy catamaran from Key Largo, heading to the Florida Keys National Marine Sanctuary and John Pennekamp Coral Reef State Park. Guides such as Captain Brad, Captain John, and Captain Katie provide safety guidance, gear, and local reef insight for beginners and experienced swimmers.

“I rated this trip a 5 - although we did not go on the tour. We were very impressed that the tour operator let us know at check in the conditions of the water and wind were extremely rough. They made recommendations and explained what we would feel with 3 foot waves & wind. We ultimately decided to cancel the trip and they gave us a full refund. Safety First! I appreciate their honesty despite losing our money that day.”

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Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset - Snorkeling above a Florida Keys reef
1-Day Tours, Canoes & Kayaks, Evening Experiences, Half-Day, Kayaking Tours in Key West, Key West Tours, Snorkeling, Snorkeling Trips in Key West, Tour Reviews

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

8.Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

★★★★★★★★★★5.0 · 1,683 reviews · 4 hours 30 minutes (approx.) · from $115

Sail from 255 Front Street with Danger Charters for a four-and-a-half-hour mix of harbor views, mangrove kayaking, and reef snorkeling. Guides such as Mary, Micah, Katie, and Anthony lead the outing, with gear, wetsuits in winter, snacks, beer, wine, and soft drinks included.

“Great three part activity. Loved the sailing, kayaking and snorkeling! Staff was great and attentive! Enjoy the sights and family had a great time!”

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Key West Afternoon Snorkel Sail with Unlimited Cocktails! - Getting ready with crew-provided gear
Boat Tours in Key West, Cruises & Boat Tours, Key West Tours, Tour Reviews

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

9.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

★★★★★★★★★★4.5 · 1,572 reviews · 3 hours (approx.) · from $59

Board the 69-foot catamaran Marquesa at Key West’s seaport for a three-hour sail to the Florida Reef. The crew supplies gear, safety guidance, and snorkeling tips. After you leave the water, enjoy included beer, wine, soft drinks, and open-bar cocktails on the return trip.

“The boat is nice. The snorkel experience is meh…. There are definitely much better options outside of Florida. You should know that drinks are limited for the first half and open up to more options after the snorkel. The crew was fine other than the begging for tips. I was fully prepared to tip via Venmo as I did not have any cash until the one crew member started saying “ouch” to anyone not throwing cash in the jar. That type of entitlement is a real turnoff.”

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Key West Hop-On Hop-Off Trolley Tour - Stop 1: Mallory Square and the Key West Aquarium
Key West Tours, Tour Reviews, Tours

Key West Hop-On Hop-Off Trolley Tour

10.Key West Hop-On Hop-Off Trolley Tour

★★★★★★★★★★4.5 · 1,530 reviews · 1 hour 30 minutes (approx.) · from $55

Ride a narrated trolley around Key West with drivers such as Patrick and Bailey sharing local stories, pirate lore, and Flagler’s railroad tale. Hop off at 13 stops, visit sights at your own pace, and use your ticket for the Sails to Rails Museum and two walking tours.

“There was a lot of traffic! In some cases it was quicker to walk than wait for the trolley to get to my next stop. And it was very hard to find parking. I didn't stay in Key West. I stayed on another key and drove to Key West. They don't tell you where to park. You have to figure it out. I checked in and parked at the 20 minute parking spot but when I asked the guy where I can park my rental car he really couldn't help me. So I had to drive around where I finally found a parking lot near the post office, many blocks…”

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Key Largo Two Reef Snorkel Tour - All Snorkel Equipment Included! - The boat ride to the first reef
Key West Tours, Tour Reviews, Tours

Key Largo Two Reef Snorkel Tour – All Snorkel Equipment Included!

11.Key Largo Two Reef Snorkel Tour – All Snorkel Equipment Included!

★★★★★★★★★★5.0 · 1,520 reviews · 3 hours (approx.) · from $78

Spend three hours aboard a comfortable Key Largo boat, snorkeling two reef sites in the Florida Keys National Marine Sanctuary. Equipment, water, soda, chips, and reef-safe sunscreen are included. You may see turtles, rays, eels, barracuda, and the Christ of the Abyss. Good swimming ability is required.

“Open ocean adventure in paradise! Warm and tranquil waters with live reef, diversity of fish, wildlife and Jesus🙏🏽. Be prepared for a good run out to the reefs. Great trip for those that have snorkeled before and have a sense of adventure. The staff was mature, professional and experienced. Some safety restrictions they have, are wearing a vest and no weight belts. Both were very understandable considering most of the guests inexperience. I have been a free diver and resident of the Hawaiian islands for decades, and this trip was a blast. Strongly recommend this trip and this company. Mahalo nui loa🤙🏽”

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Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - The Sunset Sail, About 1 Hour and 40 Minutes Underway
Boat Tours in Key West, Cruises & Boat Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews, Wine Tours

Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

12.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125

Sail from 255 Front Street for about two hours with a maximum of 26 people. The crew serves up to eight wines, five beers, soft drinks, and small plates while sharing stories and helping you enjoy the sunset.

“It was wonderful. At first your like where are we going to sit but they have it all figured out. It was perfect.”

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Key West Island Adventure Jet Ski Tour: Bring a Partner for Free - Getting ready at 2801 North Roosevelt Boulevard
Jet Skis, Key West Tours, Tour Reviews, Tours

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

13.Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

★★★★★★★★★★5.0 · 1,362 reviews · 1 hour 30 minutes (approx.)

Follow guides such as Eric, Tyler, Gavin, and Jake on a 90-minute ride around Key West. You’ll pass the Southernmost Point, harbor, submarine pens, and Boca Chica Sandbar. The price covers one jet ski, so a partner can ride behind you at no extra charge.

“An incredible way to see Key West! We took the 4pm tour and the sunset was amazing. The guides were great and gave good instructions.”

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Mangroves and Manatees - Guided Kayak Eco Tour - Starting at 90773 Old Hwy in Tavernier
Canoes & Kayaks, Guided, Kayaking Tours in Key West, Key West Tours, Tour Reviews, Tours

Mangroves and Manatees – Guided Kayak Eco Tour

14.Mangroves and Manatees – Guided Kayak Eco Tour

★★★★★★★★★★5.0 · 1,222 reviews · 2 hours (approx.) · from $69

Launch from PADDLE! The Florida Keys in Tavernier and follow a guide such as Jack, Tony, Sarah, or Keith through clear, shallow water, mangrove tunnels, and grassy shallows. You may see manatees, dolphins, turtles, rays, birds, fish, or iguanas. Choose a single or double kayak.

“Very good experience Kayaking. The guide was very helpful. Couldn't get time to go in the Mangroves, but it was a memorable experience.”

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Key West Ghosts and Gravestones Trolley Tour - The Artist’s House and the story of Robert the Doll
Ghost & History Walking Tours, Key West Tours, Tour Reviews, Tours

Key West Ghosts and Gravestones Trolley Tour

15.Key West Ghosts and Gravestones Trolley Tour

★★★★★★★★★★4.5 · 1,217 reviews · 1 hour (approx.) · from $39

Join a costumed Ghost Host and driver for a nighttime trolley ride through Key West’s Old Town, past the Marrero House, Porter Mansion, Hanging Tree, and Artist’s House. The tour blends local lore, history, humor, and a short visit to the Key West Shipwreck Museum.

“Fun tour after dark. Our ghost guide Violet was excellent. She was a great story teller and had a good sense of humor.”

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New in Key West Tours

★ 4.5All-Inclusive Watersports Adventure with Lunch & BeerFrom $179351 reviews
★ 4.5Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!641 reviews
★ 4.5Key West Ultimate Watersports Adventure with Snorkeling UpgradeFrom $142436 reviews
★ 5.0The Original Key West Island Jet Ski Tour from Barefoot Billy’s350 reviews
★ 4.5The Dark Side of Key West Ghost TourFrom $34334 reviews
★ 4.5Key West Rum and Reggae: Reef Snorkel Adventure and Sunset SailFrom $59370 reviews
★ 4.5Shallow Water Snorkeling and Dolphin Watching in Key WestFrom $108465 reviews
★ 5.0Key West SNUBA ExperienceFrom $160490 reviews
★ 5.0Key West Historic Seaport Food & Walking TourFrom $93642 reviews
★ 5.0Key West Parasailing Adventure above Emerald Blue WatersFrom $53387 reviews
★ 5.0Private Looe Key Snorkel from Big Pine Key431 reviews
★ 4.5Key West Reef Morning Snorkeling with Breakfast and MimosasFrom $35579 reviews
★ 4.5Key West Champagne Sunset Catamaran CruiseFrom $59586 reviews
★ 4.5Key West Half-Day Fishing CharterFrom $95408 reviews
★ 4.5Original Key West Pub Crawl: The Best Bars with Free T-ShirtFrom $42356 reviews

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