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 →

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch …More

5.0 (1)

Private Sunset Sail in Key West Florida

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch...

2 hours Free Cancellation

5.0 (1)

from
$750

Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat, …More

5.0 (1)

Key West Sushi and Sunset Cruise

Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat,...

2 hours Free Cancellation

5.0 (1)

from
$91

Experience the Florida Keys from the water on a private Marathon inshore fishing charter surrounded by turquoise seas, tropical scenery, and diverse fishing opportunities. Marathon's …More

5.0 (1)

Private Marathon Inshore Fishing Charter

Experience the Florida Keys from the water on a private Marathon inshore fishing charter surrounded by turquoise seas, tropical scenery, and diverse fishing opportunities. Marathon's...

4 to 8 hours Free Cancellation

5.0 (1)

from
$250

Southernmost Key West Historical Tour in Small Group

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by …More

5.0 (1)

Southernmost Key West Historical Tour in Small Group

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by...

1 to 90 minutes Free Cancellation

5.0 (1)

from
$30

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

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. …More

4.4 (1,933)

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

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....

2 hours Free Cancellation

4.4 (1,933)

from
$93

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour …More

4.6 (1,762)

Key West Hop-On Hop-Off Trolley Tour

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

1 hour 30 minutes Free Cancellation

4.6 (1,762)

from
$56

Key West Ghosts and Gravestones Trolley Tour

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the …More

4.4 (1,406)

Key West Ghosts and Gravestones Trolley Tour

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...

1 hour Free Cancellation

4.4 (1,406)

from
$40

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 …More

4.6 (1,121)

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...

1 hour 30 minutes Free Cancellation

4.6 (1,121)

from
$35

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining …More

4.5 (881)

Key West Conch Tour Train

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

1 hour Free Cancellation

4.5 (881)

from
$45

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

Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative …More

4.5 (619)

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

Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative...

2 hours Free Cancellation

4.5 (619)

from
$32

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 …More

4.7 (373)

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...

2 hours 30 minutes Free Cancellation

4.7 (373)

from
$43

Dare to walk the haunted heart of Key West—where the veil between the living and the dead is razor-thin. Your journey begins sweetly enough at …More

4.7 (350)

Dark Side of Key West Ghost Tour

Dare to walk the haunted heart of Key West—where the veil between the living and the dead is razor-thin. Your journey begins sweetly enough at...

1 hour 30 minutes Free Cancellation

4.7 (350)

from
$35

Key West Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 …More

4.7 (220)

Key West Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28...

2 hours 30 minutes Free Cancellation

4.7 (220)

from
$197

Guided Night Kayak Adventure Tour in Luminous Lagoon

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will …More

4.5 (219)

Guided Night Kayak Adventure Tour in Luminous Lagoon

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will...

1 hour 30 minutes Free Cancellation

4.5 (219)

from
$90

Key West: Robert the Doll After Dark VIP Ghost Hunt (2 Hours)

Go where other tours can’t. Enter historic Fort East Martello after dark, meet Robert the Doll, then stay behind for an extended paranormal investigation inside …More

4.7 (169)

Key West: Robert the Doll After Dark VIP Ghost Hunt (2 Hours)

Go where other tours can’t. Enter historic Fort East Martello after dark, meet Robert the Doll, then stay behind for an extended paranormal investigation inside...

2 hours Free Cancellation

4.7 (169)

from
$99

Ghosts of Key West: Haunted History Walking Tour

Discover a darker side of Key West on a 90-minute walking ghost tour through the historic streets of Old Town. Led by an engaging Ghost …More

4.6 (130)

Ghosts of Key West: Haunted History Walking Tour

Discover a darker side of Key West on a 90-minute walking ghost tour through the historic streets of Old Town. Led by an engaging Ghost...

1 hour 30 minutes Free Cancellation

4.6 (130)

from
$30

The Original Key West Ghost Hunt - Ages 16 and up

We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience …More

4.7 (112)

The Original Key West Ghost Hunt - Ages 16 and up

We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience...

1 hour 30 minutes Free Cancellation

4.7 (112)

from
$45

Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits …More

4.5 (111)

Key West Haunted Pub Crawl Walking Tour

Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits...

2 hours Free Cancellation

4.5 (111)

from
$35

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. …More

4.4 (84)

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island....

1 hour 30 minutes Free Cancellation

4.4 (84)

from
$56

Florida Key West Self-Guided Driving Tour (7 Mile Bridge)

Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all …More

4.7 (73)

Florida Key West Self-Guided Driving Tour (7 Mile Bridge)

Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all...

2 to 3 hours Free Cancellation

4.7 (73)

from
$14