Key West is a dream destination year-round, but it truly comes alive every October during Fantasy Fest, a world-famous 10-day celebration of creativity, costumes, parades, and parties. While it is not a Mardi Gras celebration, many cite it as similar, thanks to the colorful attire and performances ongoing throughout the streets of Key West.

If you’re planning a trip to Key West to attend Fantasy Fest, renting a boat through Getmyboat is one of the best ways to elevate your trip. This guide covers what Fantasy Fest is all about, why combining it with a boating experience is a perfect match, and how to plan your trip for the occasion.

What is Fantasy Fest?

Fantasy Fest is Key West’s largest annual festival, drawing tens of thousands of visitors from around the world. Established in 1979, the event was created to attract tourism during the off-season—and it worked. Today, it’s one of the biggest parties in Florida.

The festival takes place at the end of October, leading up to Halloween. Each year has a unique theme, inspiring everything from parade floats to elaborate costumes. Earlier in the week, the events are more tame and family-friendly, while the final weekend can be more raunchy and adult-only. This is important to know if you’re visiting Key West with small children or older family members during this time — plan the events you attend accordingly.

Highlights of the festival include:

  • Masquerade March: A colorful walking parade through Old Town with hundreds of costumed participants.
  • Fantasy Fest Parade: A massive parade down Duval Street featuring floats, music, and dazzling costumes. The parade is always on the last Saturday of the festival.
  • Zombie Bike Ride: Always on the first Sunday of Fantasy Fest
  • Street Fairs & Live Music: Vendors, performers, and local musicians line the streets on multiple days of the celebration.
  • Costume Contests: Everything from body paint competitions to pet costume contests.

While the energy on land is electric, pairing the festivities with time on the water is an ideal way to make the most of your trip to Key West. Don’t miss out on cruising during the day around the beautiful coastline of Key West and relaxing in the sunshine before the nightlife festivities kick off.

Why Rent a Boat During Fantasy Fest?

Key West is a beautiful destination for a boat rental or yacht charter, regardless of the ongoing land activities, but the week of Fantasy Fest creates a special demand to get on the water for both visitors and locals alike. A few great reasons to rent during the celebratory week include:

Escape the Crowds

Duval Street can get busy and energetic during the festival. Renting a boat gives you a private retreat to recharge in the calm, turquoise waters of the Florida Keys.

Unique Party Setting

Hosting your Fantasy Fest celebration on the water takes it to another level. Many boats are equipped with sound systems, coolers, and lounging areas—perfect for carrying the party theme onto the ocean.

Sunset Views

Key West is famous for its sunsets, and October skies are stunning. A sunset cruise during Fantasy Fest lets you enjoy the natural beauty while still feeling connected to the festival’s buzz in town.

Adventure by Day, Party by Night

Fantasy Fest events are primarily in the evenings, leaving your daytime free. Renting a boat allows you to snorkel reefs, visit sandbars, go fishing, or take a dolphin cruise before heading back for parades and street parties.

Best Types of Boats for Fantasy Fest

  • Pontoon Boats – Great for groups looking for a casual floating party platform.
  • Luxury Yachts – Perfect for stylish celebrations, often with crew and catering options.
  • Catamarans & Sailboats – Ideal for daytime sails, snorkeling trips, or sunset cruises.
  • Fishing Charters – A great way to combine the excitement of offshore angling with your festival trip.

KW catamaran

On Getmyboat, you can search for boats by size, price, and activity, making it easy to find the perfect rental for your group in Key West. There are dozens of boats available, with prices starting as low as $90/hour.

Planning Tips for Your Boat Day in Key West

  • Book Early: Fantasy Fest is a busy time in Key West, and boats sell out quickly. Secure your rental in advance to make sure you have the best selection possible.
  • Go Captained: Unless you’re an experienced boater, hiring a captain ensures you can relax, enjoy, and focus on celebrating.
  • Check the Schedule: Plan your boating around Fantasy Fest’s main events—day trips before parades and nighttime cruises after the festivities can work perfectly.
  • Pack Costumes & Props: Keep the Fantasy Fest spirit alive by bringing your costumes, music, and decorations onboard.
  • Know the Rules: Alcohol is permitted on most charters, but always confirm with the boat owner in advance.

Why Use Getmyboat During the Key West Fantasy Fest?

  • Largest Selection of Boats: From pontoons to yachts, with options for every budget.
  • Secure Booking: Easy payment system with verified boat owners and captains.
  • Local Expertise: Many captains are Key West locals who know the best sandbars, reefs, and secluded spots.
  • Flexible Options: Choose half-day, full-day, or sunset charters depending on your schedule.

Make Fantasy Fest Unforgettable

Fantasy Fest is a once-in-a-lifetime experience that combines creativity, community, and celebration. By adding a boating adventure with Getmyboat, you’ll unlock a whole new side of Key West—exploring its waters by day, enjoying the parades by night, and making memories that go beyond Duval Street.

Whether you’re planning a relaxing cruise, a snorkeling trip, or a themed boat party, renting a boat is the perfect way to experience Key West during this world-famous festival.