Book Now!

The Conch Connection

Key West Express

Key West Express

Recent Posts

Group Travel to Key West: Bring Your Crew Aboard Key West Express

Oct 28, 2026, 10:00:01 AM / by Key West Express

0 Comments

Some trips are better with your favorite people along for the ride. A wedding celebration, a family reunion, a company outing or a getaway with friends can all start with the same idea: gather your group and head to Key West.

Read More

10 Common Key West Mistakes—and How to Avoid Them

Oct 21, 2026, 10:00:00 AM / by Key West Express

1 Comment

Key West looks easy. The island is compact, the drinks are cold and almost every street seems to lead toward water, music or food. Then you arrive with a schedule packed tighter than a carry-on bag, discover that “just down the street” feels different under the tropical sun and realize your must-do list has somehow become a must-hurry list.

Read More

Things to Do in Key West This Winter | December–February Guide

Oct 14, 2026, 10:00:02 AM / by Key West Express posted in Activities, Old-Town, Events, Information, Key West, festivals

0 Comments

Winter may mean snow, ice and heavy coats across much of the country. In Key West, it means sunshine,  swimsuits, waterfront dining, outdoor adventures and some of the island's most popular events.

December, January and February bring comfortable temperatures and plenty of reasons to spend the day outside. You can explore Old Town, head to the beach, listen to live music, tour historic homes or simply find a waterfront table and remember that somewhere else, someone is shoveling a driveway.

If you're traveling from Southwest Florida, Key West Express makes getting there part of the getaway. Relax on the ride across the Gulf and arrive in Key West near the Historic Seaport, ready to explore.

Read More

From Southwest Florida Ghost Tours to Haunted Key West: A Spooky Coastal Getaway

Oct 7, 2026, 10:00:03 AM / by Key West Express posted in Insider, Activities, Fort Myers Beach, Old-Town, Tours, Fort Myers, Night Life, Key West

0 Comments

Florida's southwest coast may be better known for sunshine, beaches and waterfront sunsets, but its historic downtowns take on a different personality after dark. In Fort Myers and Punta Gorda, guided walks introduce travelers to local history, unsettling stories and places associated with reported paranormal activity. Continue south to Key West, and the choices expand to ghost trolleys, haunted walking tours, pub crawls and after-hours encounters with one of the island's most famous residents: Robert the Doll.

These destinations do not need to share one invented legend to make a memorable trip. The connection is the journey itself. Start with a mainland ghost tour in either Fort Myers or Punta Gorda, sail from Fort Myers Beach aboard Key West Express the following morning and spend the next evening exploring the haunted side of Old Town Key West.

Read More

What to Do in Key West When It Rains | Rainy-Day Guide

Sep 30, 2026, 10:00:03 AM / by Key West Express posted in Museums, Attractions, Activities, Walking Distance, Restaurants, Old-Town, Information, Kids

0 Comments

Rain in Key West does not have to ruin the day. Tropical showers often come and go quickly, and Old Town is filled with museums, galleries, shops, historic homes and restaurants where you can wait out the weather.

Whether the forecast calls for a passing shower or several wet hours, here are some of the best ways to enjoy Key West when the sunshine takes a break.

Read More

ParrotPhest 2026: A ParrotHead Party With a Key West Encore

Sep 21, 2026, 10:00:03 AM / by Key West Express

0 Comments

What Happens When ParrotHeads Take Over the Beach?

What do you get when you fill a Fort Myers Beach resort with trop rock, loud shirts, raffle baskets, birds with actual feathers and people who can shout “Fins up!” before breakfast?

ParrotPhest, of course.

From October 1 through October 4, 2026, Margaritaville Beach Resort Fort Myers Beach will welcome the flock for four days of music, tropical mischief and very few boring shirts.

And here’s the part ParrotHeads will really appreciate: when ParrotPhest winds down, the original Margaritaville is waiting across the Gulf. Key West Express departs from Fort Myers Beach, making it possible to give this party the Key West encore it deserves.

Read More

Bahama Village Key West: History, Culture & Things to Do

Sep 16, 2026, 10:00:00 AM / by Key West Express

0 Comments

Just a few steps from the energy of Duval Street, Bahama Village offers visitors a different look at Key West—one shaped by Bahamian heritage, Black history, Caribbean flavors and generations of island life.

This colorful Old Town neighborhood stretches across roughly 16 blocks between Whitehead, Southard, Fort and Louisa streets. Its narrow lanes, historic churches, tropical gardens and pastel wooden homes tell an important part of the Key West story. Although it is easy to explore on foot, Bahama Village deserves more than a quick walk-through. Slow down, look beyond the storefronts and discover the people and traditions that helped make Key West what it is today.

Read More

Destination Dive: Explore Key West's Incredible Underwater World | Key West Express

Sep 2, 2026, 10:00:00 AM / by Key West Express posted in Insider, Water Activities, Activities, Snorkeling

0 Comments

Key West is famous for its sunsets, historic streets, and lively atmosphere, but just beneath the surface lies another world waiting to be explored. Crystal-clear waters, vibrant coral reefs, fascinating shipwrecks, and an incredible diversity of marine life have made the Florida Keys one of North America's premier diving destinations.

Read More

ROAR Offshore 2026: Feel the Speed on Fort Myers Beach

Aug 25, 2026, 4:00:00 PM / by Key West Express posted in Water Activities, Activities, Fort Myers Beach, Outdoor, Sports, Fort Myers, Events, Information, Beach

1 Comment

Fort Myers Beach is about to get loud—in the best possible way.

ROAR Offshore returns September 11–13, 2026, bringing a weekend of colorful catamarans, flying spray and close racing to the beach. There is even a welcome party on Thursday evening, September 10, for anyone who wants to start the fun a little early.

If you have never watched offshore powerboat racing, imagine a pack of boats charging across the water at more than 90 miles per hour. You hear the engines first. Then the boats burst into view, bounce across the chop and crowd together through the turns. It is fast, noisy and difficult to ignore.

This year's ROAR is different from the event of years past, so forget the old October dates and long list of racing classes. The 2026 weekend has been reimagined around one especially competitive class: APBA Super Stock. The official ROAR Offshore website is the best place to follow announcements as race day approaches.

Read More

Things to Do in Key West This Fall: The Ultimate September, October & November Guide

Aug 12, 2026, 10:14:59 AM / by Key West Express

0 Comments

Things to Do in Key West This Fall

While many travelers wait until winter, locals know that September, October, and November offer warm water, spectacular sunsets, fewer crowds (especially early fall), and some of the island's biggest festivals. Whether you're looking for adventure, fresh seafood, colorful celebrations, or simply relaxing under a palm tree, there's something special happening every month.  Fall truly is one of the best times to visit.

If you're traveling from Southwest Florida, the Key West Express makes getting there easy—letting you skip the long drive and arrive refreshed, ready to explore.

Read More
Have something to say? Comment below!!

Subscribe Here!

Recent Posts