Top Key West Luxury Tours

Q: Which Key West Luxury Tours have Instant Confirmation?

Key West Luxury Tours with Instant Confirmation include: Shark and Wildlife Viewing Adventure in Key West Guided Bike Tour of Old Town Key West Key West Mangrove Kayak Eco Tour Southernmost Food & Cultural Walking Tour by Key West Food Tours Key West Private Wind & Wine Charter View all Tours with Instant Confirmation →

Q: I need a ride! Which Key West Luxury Tours have Hotel Pickup?

No problem. These Key West Luxury Tours include Hotel Pickup: Florida Keys Nature & History Tour from Key West Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West PRIVATE Guided Mangrove Eco-Tour Adventure View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

We sure do. Check out our curated lists of hand-picked Key West Tours. Top 10 Key West 2026 Senior-friendly tours Key West The best tours and activities for culture lovers in Key West Top Day Trips from Key West Things to do in Key West this summer View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

Based on our sales data over the past year, the most popular styles of tours and activities in Key West are: Key West Kid Friendly Key West Kid Friendly Tours & Activities Key West Vehicle Rentals Key West Golf Cart Rentals Key West Water Sports View all tour styles in Key West →

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, …More

4.7 (50)

Key West Clear Kayak Eco Tour

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak,...

2 hours Free Cancellation

4.7 (50)

from
$60

Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks

Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & …More

4.6 (42)

Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks

Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar &...

4 hours Free Cancellation

4.6 (42)

from
$150

Key West Shore Excursion: Conch Tour Train

Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958. …More

4.6 (42)

Key West Shore Excursion: Conch Tour Train

Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958....

1 hour 30 minutes Free Cancellation

4.6 (42)

from
$45

Key West’s Old Town Treasures: A Self-Guided Audio Tour

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out …More

4.3 (30)

Key West’s Old Town Treasures: A Self-Guided Audio Tour

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out...

90 to 120 minutes Free Cancellation

4.3 (30)

from
$15

Key West Ghost Tours: Southernmost Shadows and Ghosts

Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate …More

4.6 (30)

Key West Ghost Tours: Southernmost Shadows and Ghosts

Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate...

1 hour Free Cancellation

4.6 (30)

from
$32

Florida Key West Self-Guided Walking Audio Tour

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the …More

4.7 (26)

Florida Key West Self-Guided Walking Audio Tour

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the...

2 to 3 hours Free Cancellation

4.7 (26)

from
$8

Key West Sweet Treats Food Tour: Sunshine & Sweet Times

Discover the sweeter side of paradise on the Key West Sweets Tour! This fun and flavorful walking tour takes you through the heart of Old …More

4.7 (23)

Key West Sweet Treats Food Tour: Sunshine & Sweet Times

Discover the sweeter side of paradise on the Key West Sweets Tour! This fun and flavorful walking tour takes you through the heart of Old...

2 hours Free Cancellation

4.7 (23)

from
$70

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street). …More

4.7 (13)

Hemingway Tour

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street)....

1 hour 5 minutes Free Cancellation

4.7 (13)

from
$69

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 …More

4.6 (9)

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...

5 hours Free Cancellation

4.6 (9)

from
$161

Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on …More

4.7 (7)

Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on...

40 to 55 minutes Free Cancellation

4.7 (7)

from
$10

Hemingway's Key West Self Guided outdoor Walking Audio Tour

Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to? …More

4.3 (3)

Hemingway's Key West Self Guided outdoor Walking Audio Tour

Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to?...

60 to 90 minutes Free Cancellation

4.3 (3)

from
$8

Maritime Village to Micro State: A Self Guided Tour of Key West

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to …More

4.7 (3)

Maritime Village to Micro State: A Self Guided Tour of Key West

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to...

90 to 180 minutes

4.7 (3)

from
$12

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive …More

4.2 (15)

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive...

2 to 3 hours Free Cancellation

4.2 (15)

from
$139

Key West History Audio Guided Walking Tour

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know …More

4.0 (4)

Key West History Audio Guided Walking Tour

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know...

60 to 90 minutes Free Cancellation

4.0 (4)

from
$10

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank …More

4.0 (3)

A Self Guided Key West Cemetery Tour

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank...

75 to 90 minutes Free Cancellation

4.0 (3)

from
$30

An Audio Guide of Key West’s Journey From Village to Micro State

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find …More

4.0 (1)

An Audio Guide of Key West’s Journey From Village to Micro State

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find...

120 to 150 minutes Free Cancellation

4.0 (1)

from
$15

Key West Attractions Pass with Trolley Tour

Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum package. This tour offers unlimited hop-on, hop-off access to …More

3.0 (1)

Key West Attractions Pass with Trolley Tour

Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum package. This tour offers unlimited hop-on, hop-off access to...

1 hour 30 minutes Free Cancellation

3.0 (1)

from
$93

Private Key West Morning Sail, Snorkel & Kayak Excursion

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Special Offer

Private Key West Morning Sail, Snorkel & Kayak Excursion

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4 hours 30 minutes (approx.) Free Cancellation

~~$2,399~~
$2,270

Journey through Key West's history on this self-guided adventure featuring swashbuckling pirate legends and maritime mysteries. Your smartphone transforms a regular walk into an epic …More

Key West Pirate Adventure: Self-Guided Walking Tour

Journey through Key West's history on this self-guided adventure featuring swashbuckling pirate legends and maritime mysteries. Your smartphone transforms a regular walk into an epic...

1 hour 30 minutes Free Cancellation

from
$5