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Pirates in Paradise

105 Whitehead St, Key West, FL 33040pirate
Pirates in Paradise

About This Faire

Escape to Pirates in Paradise, a unique pirate-themed renaissance faire nestled in the tropical paradise of Key West, Florida. Unlike traditional landlocked faires, this event embraces its island setting, offering a swashbuckling adventure with a distinctly Floridian twist. Forget drab castles – expect sun-drenched shores and swaying palm trees as you step back in time to the Golden Age of Piracy. At Pirates in Paradise, visitors can expect a lively atmosphere filled with costumed characters, thrilling sword fights, and captivating pirate tales. Enjoy delicious food and drink fit for a buccaneer, browse artisan crafts, and participate in interactive games and activities. The warm sea breeze and island vibe create an immersive experience unlike any other renaissance faire. While visiting, be sure to check out the local restaurants and bars that are only a short walk from the event. Pirates in Paradise is perfect for pirate enthusiasts of all ages seeking a memorable experience in a stunning location. The event can be a fun option for the whole family. Remember to bring your sunscreen, comfortable shoes, and your best pirate attire! Consider booking your Key West accommodations well in advance, especially if planning a weekend getaway.

At a Glance

Typical Season

Typically December

No 2026 dates listed yet

Location

Key West, Florida

Rating

1.6/5 (39)

Price Tier

Under $20

Category

pirate

Last Verified

Sep 13, 2026

Event Details

Dates & Hours

Dec

Location

105 Whitehead St, Key West, FL 33040

Admission

Typically ~5-0. Key West pirate-themed festival. [Unverified 2026]

Pricing & Admission

Budget Friendly - Under $20

Typical Renaissance Faire Pricing

•Adult tickets: $15-$40 (varies by faire size and location)
•Children: Often discounted or free under 5 years old
•Season passes: Available at most faires for frequent visitors
•VIP/Royal packages: Premium experiences with perks
•Parking: Free at most faires

Pricing Note: Typically ~5-0. Key West pirate-themed festival. [Unverified 2026]

What to Expect

Here's what this faire is known for

Live Performances
Interactive Activities
Period Food & Drink

Plan Your Trip to Pirates in Paradise

Where to stay, eat and park near Key West.

Where to stay

  • Opal Key Resort & Marina

    Hotel · 0.1 mi

    Check rates
  • Ocean Key Resort & Spa

    Hotel · 0.1 mi

    Check rates
  • Hyatt Residence Club Key West, Sunset Harbor

    Hotel · 0.1 mi

    Check rates
  • L'Habitation

    Guest house · 0.2 mi

    Check rates
  • Pier House Resort &Spa

    Hotel · 0.2 mi

    Check rates
  • The Saint Hotel Key West, Autograph Collection

    Hotel · 0.2 mi

    Check rates

Camping & RV parks

  • Naval Air Station Key West Campground

    Campground · 0.8 mi

  • Leo's Campground

    Campground · 4.1 mi

    Website
  • Boyd's Key West Campground

    Campground · 4.7 mi

    Website
Search hotels near Pirates in Paradise

Where to eat

  • Key Lime Pie Factory

    Cafe · on site

    Website
  • The Baklava

    Cafe · on site

  • Bagatelle

    Restaurant · 0.1 mi

    Website
  • Red Fish Blue Fish

    Restaurant · 0.1 mi

  • Roof Top Cafe

    Restaurant · on site

  • Hog's Breath Saloon

    Pub · 0.1 mi

Getting there

Nearest airport: Key West International Airport (EYW), 2.9 mi away. Nearest major hub: Juan Gualberto Gomez International Airport (VRA), 107.9 mi.

Parking nearby

  • 201 Front Street Garage

    Parking · 0.1 mi

  • Old Town Garage

    Parking · 0.5 mi

  • Key West Tropical Forest & Botanical Garden

    Parking · 3.7 mi

Good to know

Accessibility
Wheelchair accessible entrance

Details come from the faire's public listing. Confirm with the faire before you go.

Places © OpenStreetMap contributors. Airports from OurAirports. Hotel, flight and car links are affiliate links; we may earn a commission at no cost to you.

Features & Activities

Everything this faire has to offer

Entertainment

Shows, performances & spectacles

pirate battlesmusket fire

Activities

Hands-on experiences & interactive fun

ship tours

Food & Drink

Period-inspired cuisine & beverages

tropical spiritsseafood

Frequently Asked Questions

Q:What are the dates for Pirates in Paradise?

A:

Dec

Q:Where is Pirates in Paradise located?

A:

Pirates in Paradise is located in Key West, Florida at 105 Whitehead St, Key West, FL 33040.

Q:How much does Pirates in Paradise cost?

A:

Pirates in Paradise is in the budget price range. Tickets are typically under $20. Typically ~5-0. Key West pirate-themed festival. [Unverified 2026] For current pricing, check the official website.

Q:What activities are available at Pirates in Paradise?

A:

Pirates in Paradise features a variety of entertainment including pirate battles, musket fire, ship tours, tropical spirits, seafood!

Photo Gallery

Photos of Pirates in Paradise coming soon! Check back later to see amazing images from past events.

Pirates in Paradise

Preview image of Pirates in Paradise

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