Top Key West Day Trips

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

5 hoursFree Cancellation

4.8

(600)

from $150

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Get ready to spend a half-day soaking up the sun and enjoying Key West’s diverse ecology during this fun sandbar and mangrove tour. Discover the backcountry waters and secluded sandbars around the busy island, all while sipping on cold drinks. This guided kayak ecotour takes you into the mangrove isles to spot dazzling marine life before heading to a sandy beach to knock back a few alcoholic or nonalcoholic beverages.

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

5 hoursFree Cancellation

4.8

(386)

from $150

Key West Hop-On Hop-Off Trolley Tour

1 hour 30 minutesFree Cancellation

4.5

(1,719)

from $56

Key West Mangrove Kayak Eco Tour

(2,359)

from $80

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

Key West Reef Morning Snorkeling with Breakfast and Mimosas

4.7

(3,777)

from $79

4.5

(687)

from $50

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

Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await. Whether you're soaking up the sun, taking in the coastal views, or just unwinding with your group, this experience blends the excitement of the open water with the comfort of premium onboard amenities. Perfect for history lovers and adventure seekers alike, this guided journey offers something for everyone.

4.3

(1,862)

from $93

Dry Tortugas National Park Day Trip by Luxury Private Boat

Dry Tortugas National Park Day Trip by Luxury Private Boat

8 hoursFree Cancellation

3.9

(11)

from $1,500

Price varies by group size

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail toward the reef on a state-of-the-art catamaran. Receive snorkeling guidance from your crew—ideal for first-time snorkelers. Use of sanitized snorkel gear and reef-safe sunscreen means you don’t need to pack your own, plus cocktails and non-alcoholic drinks are provided after the snorkeling.

(1,904)

from $90

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

4.2

(677)

from $35

Get ready for fun in the sun—and leave all the planning to someone else—on this half-day sailing, kayaking, and snorkeling adventure off the coast of Key West. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef teeming with marine life. Snacks, beer, wine, and soft drinks are included.

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

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

4 hours 30 minutesFree Cancellation

(1,784)

from $125

The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast to try your luck spotting dolphins, stingrays, turtles, and birds while you learn more about Key West’s waters than you ever would sailing along. Then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat.

Shark and Wildlife Viewing Adventure in Key West

Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters

5.0

(3,300)

from $99

4 hoursFree Cancellation

(137)

from $565

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

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

5 hoursFree Cancellation

4.8

(8)

from $150

Sunset Sail in Key West with Beverages Included

1 hour 30 minutesFree Cancellation

Go sightseeing in the Florida Keys at your own pace with a private self-guided audio tour. Choose a northbound or southbound itinerary and learn about local landmarks, history, and more during the drive. Set out on a road trip through the Florida Keys and learn about highlights such as Seven Mile Bridge and John Pennekamp State Park along the way. Tour offline using GPS, with no cell service needed.

(969)

from $79

Self-Guided Audio Tour in Florida Keys

1 dayFree Cancellation

4.7

(98)

from $17

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally caught pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere.

Key West Historic Seaport Food & Walking Tour

Key West Historic Seaport Food & Walking Tour

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

(678)

from $93

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

1 hourFree Cancellation

4.4

(1,340)

from $40

Key West Glass-Bottom Boat Tour with Sunset Option

1 hour 45 minutes to 2 hoursFree Cancellation

3.9

(608)

from $64

Pick up a starfish or a conch at the touch tank!

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

7 hoursFree Cancellation

Price varies by group size

(36)

from $169

Dry Tortugas National Park Self-Guided Audio Tour

Explore an island paradise 70 miles west of Key West. Visit Fort Jefferson, a massive 19th-century coastal fort, and walk its brick walls while hearing stories about soldiers, prisoners, and shipwrecks. The tour even works on the ferry to this remote national park. Snorkel in clear blue water filled with coral, tropical fish, and sea turtles. Relax on sandy beaches and look for seabirds that nest only here. Stroll through the fort’s archways, climb to the top for ocean views, and learn how the fort defended the Gulf of Mexico. You choose what to do first—swim, explore the fort, or enjoy the beach. The tour works without internet, gives GPS directions for walking the site, and offers local tips you can keep forever. Download the tour, take the ferry or seaplane, and explore this unique national park at your own pace—where history, nature, and crystal-clear waters meet. *Download the Shaka Guide app to access the purchased tours*

Dry Tortugas National Park Self-Guided Audio Tour

7 to 8 hoursFree Cancellation

4.0

from $13

Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance to let us know where you're hoping to travel to. We'll come and pick you up and drop you off wherever is convenient for you. Reach out to us if you want us to supply a cooler with any beverages on your tour. Must have at least one adult in your party. The van holds a Maximum of 14 passenger.( Price includes up to 14 Passengers)

Florida Keys Tour and Private Transportation service

Florida Keys Tour and Private Transportation service

10 to 12 hoursFree Cancellation

5.0

(2)

from $985

Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar

4.3

(7)

from $403

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Top Attractions in Key West

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What are people saying about Key West

Nanci_S, Jun 2026

Loved All of this Tour

I wasn’t entirely sure what to expect from the Southernmost Key West Food Tour, but it turned out to be one of the best parts of our trip. Our guide, Jo, made the experience unforgettable. She was friendly, knowledgeable, personable, and always prepared — the kind of guide who brings the city to life and makes you feel instantly welcomed. We visited five different restaurants, each serving excellent food and drinks. These weren’t just quick bites; they were genuinely memorable stops that we fully plan to revisit because of this tour. It felt like getting insider access to Key West’s best local spots without any guesswork. One of the things we appreciated most was how much history and culture Jo wove into the experience. She didn’t just lead us from place to place — she shared stories, background, and details that gave us a deeper appreciation for Key West. We walked away with full stomachs and a richer understanding of the island. If you’re on the fence about booking this tour, I can honestly say: go for it. It’s the perfect blend of great food, great company, and great storytelling. We loved every minute.

Key West Historic Seaport Food & Walking Tour

Amy_S, Jun 2026

Key West in one great package!

In addition to lovely food, the tour was filled with fun “extras” like the cigar factory and a stop at Kino sandals. The mix of cuisine, local color, history, architecture, and a very personable guide made the time fly by. Book this tour! It’s awesome.

Key West Mangrove Kayak Eco Tour

Gretchin_T, Jun 2026

Great experience!

We loved this excursion! Rachel G was an excellent guide and very educated on the mangrove eco system. We were hesitant since it wasn’t an excursion offered through the cruise ship, but turned out fine. We Ubered to Lazy Dog from the port for $20 for 4 people and then again to our lunch spot. Great experience.

Key West Ghosts and Gravestones Trolley Tour

Leah_B, Jun 2026

A Key West Must

This is a must when you come to Key West. Everyone just screams on the street at the bus. It’s that well known. Our guide was adorable and knew so much. I enjoy knowing the history places. This is a way to get your kids and husband involved in that in a fun way. Worth every penny.

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Tracey_V, Jun 2026

Good Vibes

Great crew our captain was Logan, clean boat. They provided a vegetarian option for lunch along with fresh fruit and a veggie tray which was a huge plus! It was nice to have different activities to do throughout the day like paddle boarding, kayaking, snorkeling at the sandbar. We saw three dolphins on our tour. Thank you

Key West Hop-On Hop-Off Trolley Tour

Elizabeth_S, Jun 2026

Key West Hop on Hop Off Trolley

We did the Key West Hop on Hop Off Trolley Tour which included the Sails to Rails Museum. The Trolley drivers were knowledgeable of Keys history. Unfortunately the museum was in to process of moving to a new location so some of the museum items had already been moved. However the Hop on Hop Off is a great way to get around Key West without needing other transportation

Sunset Sail in Key West with Beverages Included

PATRICIA_S, Apr 2026

Wonderful experience,...

Wonderful experience, very chill crew,, and great boat. I chose this because it was listed on TripAdvisor as "good for solo travelers" - I was visiting the Keys with family and wanted a break for restaurant dinners to do something different - this was perfect! It was a little tricky to find the dock - I ended up calling the number and listening to the recording and then it made perfect sense. Walk through the Hyatt Centric lobby, past the pool, and the dock was right there.