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2026 Key West Powerboat World Championship: Racing, Island Living, and Extraordinary Real Estate

Experience the excitement of the November 1 through 8 Key West Powerboat Races, discover the best places to watch, and explore exceptional Key West homes with The Spottswood Team.
Key West Ted  |  October 29, 2026

When the World's Fastest Boats Meet the Key West Lifestyle

There are certain weeks in Key West when the entire island seems to come alive, and the annual Powerboat World Championship is certainly one of them!

From November 1 through 8, 2026, the 45th Annual Race World Offshore Key West World Championship, presented by XINSURANCE, brings world class racing teams, incredible boats, and thousands of enthusiastic spectators to our island.

For visitors, it is an opportunity to experience the excitement of offshore powerboat racing in one of the most beautiful settings imaginable. For those of us fortunate enough to call Key West home, it is another reminder of what makes this community so special.

At The Spottswood Team, we believe understanding Key West real estate means understanding the lifestyle that makes people want to live here. Our island's traditions, waterfront culture, historic neighborhoods, local businesses, and extraordinary events all contribute to what makes Key West unlike anywhere else.

And this year, one of our own, Ted Stewart, better known as Key West Ted, is taking that involvement to another level!

How the Key West Powerboat World Championship Works

If you have never experienced offshore powerboat racing, imagine some of the world's most powerful boats competing at incredible speeds while navigating wind, waves, tight turns, and changing ocean conditions.

Unlike traditional racing on a closed track, offshore racing introduces an entirely different set of challenges. Boats compete in different classes based on their hull designs, engine configurations, performance capabilities, and competition rules.

Some of the classes spectators may see include Class 1, Super Cat, Super Stock, Super Vee, and various bracket racing categories.

The championship features 3 major race days:

Wednesday, November 4: Truman Waterfront Cup

Friday, November 6: Southernmost Continental Championship

Sunday, November 8: Conch Republic Championship Finale

Performance throughout the championship matters, making reliability, teamwork, and racing strategy just as important as speed.

For the complete schedule, visit the official Race World Offshore website.

Where to Watch the 2026 Key West Powerboat Races

One of the most exciting aspects of racing in Key West is the variety of ways spectators can experience the action.

Truman Waterfront and the Outer Mole

This is the heart of Race Week. Spectators can experience the excitement near the Race Village, see impressive boats and racing teams, and enjoy dedicated viewing areas. General admission and VIP options are available.

Mallory Square and Sunset Pier

These waterfront locations offer wonderful views of Key West Harbor and portions of the racing action. Combine the excitement of Race Week with waterfront dining, cocktails, and one of Key West's most famous sunset destinations.

Fort Zachary Taylor Historic State Park

For those who appreciate natural beauty along with racing excitement, Fort Zachary Taylor offers a beautiful waterfront setting with opportunities to see portions of the offshore action.

On the Water

For a completely different perspective, spectator excursions offered by companies such as Fury Water Adventures allow guests to experience the races from designated areas outside the course.

For those looking for a premium experience, explore the Race World Offshore VIP packages.

Key West Ted and Boat #443: A Local Connection to World Championship Racing

One of the things that makes The Spottswood Team special is our involvement in the community beyond real estate.

This year, our own Ted Stewart, known throughout the island as Key West Ted, is celebrating his 2nd consecutive year sponsoring Boat #443 with Mike Flammia and Framed Offshore Racing.

Mike is also the owner of Stone Soup Gallery & Frame Shop in Key West, making this another wonderful example of local businesses coming together around a major island event.

Joining the racing team as a major sponsor this year is Smokin' Tuna Saloon, one of Key West's popular live music and entertainment destinations, which recently reopened. Other sponsors include The Roost and Bliss Jewelry.

Ted will also be participating in the opening boat parade on Sunday, November 1, at 4 PM along Duval Street.

Keep your eyes open for Boat #443! If you capture a photo during the parade, in the pits, or on the water, tag @KeyWestTed on social media. He would love to see and share your photos throughout the week.

It is this kind of community involvement that reminds us why we love Key West. We are not simply helping people buy and sell homes here. We are part of the island and the experiences that make it so memorable.

What to Do Between Races in Key West

While the powerboats are the stars of the week, the celebrations throughout town are equally memorable.

Race Week brings a variety of welcome parties, live music, waterfront gatherings, and opportunities to meet racing teams and fellow enthusiasts.

Some highlights include the opening boat parade on November 1, the Smokin' Tuna racers welcome celebration, and the Race World Offshore Duval Street Party on Friday, November 6.

Beyond the organized festivities, we always encourage visitors to explore the Historic Seaport, discover the restaurants and galleries throughout Old Town, experience the nightly Mallory Square Sunset Celebration, and spend some time getting to know the neighborhoods that give Key West its character.

You can find the latest celebrations on the official 2026 Race Week party schedule.

From World Class Racing to World Class Real Estate

There is something interesting about the people who are drawn to offshore powerboat racing.

Many share an appreciation for performance, craftsmanship, exceptional design, and the freedom that comes with being on the water.

Those same qualities are often what attract buyers to luxury Key West real estate.

From historic Old Town estates and beautifully renovated tropical homes to waterfront properties with direct boating access, the Florida Keys offer a remarkable range of lifestyles.

With no championship races scheduled for Thursday, November 5, and Saturday, November 7, The Spottswood Team is hosting 2 special open house days during Race Week.

Whether you are actively searching for a property or simply curious about the possibility of owning a home in paradise, we invite you to join us.

Thursday, November 5: Discover Key West Living

11 AM to 1 PM | 1414 18th Street, Key West

A beautifully renovated New Town residence offering a private tropical pool, a spacious 6,000 square foot corner lot, and comfortable island living. An opportunity to experience a quieter residential side of Key West.

View Listing Details: https://1414-18th-street.thespottswoodteam.com

1 PM to 3 PM | 34 Key Haven Road, Key Haven

Explore the appeal of Key Haven, a desirable waterfront community just outside Key West. Known for its peaceful residential atmosphere, boating lifestyle, and convenient access to the island, Key Haven offers a different perspective on Florida Keys living.

View Listing Details: https://34-key-haven-road.thespottswoodteam.com

Saturday, November 7: The Ultra Luxury Real Estate Showcase

1 PM to 3 PM | 1501 Georgia Street, Key West

A striking single story, midcentury modern residence featuring 4 bedrooms, 4.5 bathrooms, approximately 2,810 square feet of living space, and a spectacular 55 foot saltwater swimming pool.

This home brings together architectural character, privacy, and resort inspired outdoor living.

View Listing Details: https://1501-georgia-street.thespottswoodteam.com

1 PM to 3 PM | 813 Thomas Street, Key West

Discover an exceptional opportunity to experience luxury living in one of Key West's most desirable historic neighborhoods.

View Listing Details: https://813-thomas-street.thespottswoodteam.com

These 2 properties offer an opportunity to see how extraordinary design, location, and lifestyle come together in Key West real estate.

And for those attending the championship, why not experience the best of both worlds? Spend the week enjoying incredible racing, then discover what it might be like to call Key West home.

Who You Work With Matters: Local Knowledge Beyond Real Estate

At The Spottswood Team, our connection to Key West extends far beyond property transactions.

With generations of local history, extensive real estate experience, and a commitment to community involvement, our team understands that buying a home in Key West is about much more than square footage, location, or price.

It is about discovering the lifestyle that fits you.

Whether that means a historic Old Town residence within walking distance of Duval Street, a waterfront home with room for your boat, or a private tropical retreat, we help our clients understand the neighborhoods, opportunities, and unique considerations that come with owning property in the Florida Keys.

Events like the Key West Powerboat World Championship remind us why so many people visit our island and eventually decide they never want to leave.

So enjoy the racing, support our local businesses, explore the island, and if you find yourself imagining what life here could look like, we would love to show you around.

After all, Who You Work With Matters.

THE SPOTTSWOOD TEAM

Terri Spottswood | John Spottswood III | Ted Stewart | Raymond Vazquez

Truman & Co. Real Estate

305.432.4848

[email protected]

WORK WITH TST

The Spottswood Team is one of the most accomplished real estate groups in the Florida Keys, guiding buyers and sellers through 1,000+ successful transactions across Key West and beyond. With over $1 billion in closed sales volume, TST continues to set the standard for excellence in island real estate.

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