Halloween in Key West (Updated 2026)

Key West, USA
248 Results
Key West Power Adventure

All Day - All Inclusive! | Sailing, Reef Snorkeling, Jet Skiing, Parasailing, and More …More

Special Offer
Special Offer

All Day - All Inclusive! | Sailing, Reef Snorkeling, Jet Skiing, Parasailing, and More...

Free Cancellation
4.9 (738)
$200
$169
Key West 4th of July Live Music Sunset & Fireworks Sail (Opal Key)

Check-in 6:30 PM | This cruise sells out 100% every year. Book early to avoid disappointment. …More

Likely to Sell Out
Likely to Sell Out

Check-in 6:30 PM | This cruise sells out 100% every year. Book early to avoid disappointment....

2.5 Hrs (approx.) Free Cancellation
4.8 (996)
from
$170
Key West 4th of July Live Music Sunset & Fireworks Sail (Historic Seaport)

Check in at 6:30 PM | This cruise sells out 100% every year. Book early to avoid disappointment. …More

Likely to Sell Out
Likely to Sell Out

Check in at 6:30 PM | This cruise sells out 100% every year. Book early to avoid disappointment....

2.5 Hrs (approx.) Free Cancellation
4.8 (996)
from
$170
Key West 4th of July Champagne, Dinner & Fireworks Sail

Check-in 6:45 PM | This cruise sells out 100% every year. Book early to avoid disappointment. …More

Likely to Sell Out
Likely to Sell Out

Check-in 6:45 PM | This cruise sells out 100% every year. Book early to avoid disappointment....

2 Hours 45 Mins (approx.) Free Cancellation
5.0 (1)
from
$170
Key West 4th of July Tipsy Tiki Fireworks Sail

 …More

Likely to Sell Out
Likely to Sell Out

...

3 Hrs (approx.) Free Cancellation
5.0 (1)
from
$170
Key West 4th of July Lands' End Dinner & Fireworks Sail

 …More

Likely to Sell Out
Likely to Sell Out

...

2 Hours 45 Mins (approx.) Free Cancellation
from
$170
Key West 6 Seater EZGO Golf Cart Rental

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express …More

Likely to Sell Out
Likely to Sell Out

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...

3 hours and up Free Cancellation
4.9 (1,436)
from
$180
Key West 6 Seater Electric Car Rental

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5 …More

Likely to Sell Out
Likely to Sell Out

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

3 hours and up Free Cancellation
4.9 (1,168)
from
$180
Private Marathon Reef Fishing Charters

Explore the productive reefs of the Florida Keys on a private Marathon reef fishing charter into the Atlantic. Marathon provides convenient access to an incredible …More

Explore the productive reefs of the Florida Keys on a private Marathon reef fishing charter into the Atlantic. Marathon provides convenient access to an incredible...

4 hours Free Cancellation
5.0 (33)
from
$183
The Hemingway Experience in Key West

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour …More

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour...

4 hours Free Cancellation
4.9 (74)
from
$189
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

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
Key West 4th of July Wind & Wine Sunset and Fireworks Sail

North America's top-rated Wind & Wine Sunset Sail gets the ultimate upgrade with an amazing view of Key West's 4th of July fireworks. Book early …More

Likely to Sell Out
Likely to Sell Out

North America's top-rated Wind & Wine Sunset Sail gets the ultimate upgrade with an amazing view of Key West's 4th of July fireworks. Book early...

3.5 Hrs (approx.) Free Cancellation
from
$199
Key West Split Fishing Charter

On a Key West Split Fishing Charter, you save by dividing the charter cost between several people. Book your Key West split-charter fishing trip now …More

Likely to Sell Out
Likely to Sell Out

On a Key West Split Fishing Charter, you save by dividing the charter cost between several people. Book your Key West split-charter fishing trip now...

4 or 6 hours (approx.) Free Cancellation
4.8 (505)
$350
$200
Half Day Luxury Boat Tour in Key West with Snorkeling

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring …More

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring...

4 hours Free Cancellation
5.0 (3)
from
$200
Key West 8 Seater EZGO Golf Cart Rental

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the …More

Likely to Sell Out
Likely to Sell Out

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...

3 hours and up Free Cancellation
4.9 (1,436)
from
$210
Private Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and …More

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and...

4 hours Free Cancellation
5.0 (2)
from
$217
Key West Scuba Diving Refresher Course & Dive

The Cool Shore Excursions Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water …More

Special Offer
Special Offer

The Cool Shore Excursions Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water...

8 hours (approx.) Free Cancellation
5.0 (22)
$229
$225
Key West PADI® Discover Scuba 1-day Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West. …More

Likely to Sell Out
Likely to Sell Out

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....

9 hours (approx.) Free Cancellation
4.9 (146)
$269
$229
Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury …More

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury...

8 hours Free Cancellation
4.9 (10)
from
$250
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 …More

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
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