Explore Key West In November With Top Tips, Activities & Events

When you dream of going to the Florida Keys, it’s always about choosing the best time to visit. Key West in November can be perfect because it’s not as hot, there are fewer afternoon thunderstorms, and you visit right before peak tourist season.

There are countless things to do in Key West in November, but a little bit of planning goes a long way.


Experience Key West With A Boat Trip

One of the reasons to visit Key West is because of your love of the water. While you can splash around the historic seaport, it’s much better to spend some quality time within the Key West Harbor. It can provide epic viewpoints and give you a better appreciation for all that Key West has to offer.

Various boat tours are available to help you explore more of Key West, such as:

With a captain at the helm who is familiar with Key West, it’s possible to see everything. This includes being able to get into the water around the sandbars for snorkeling, swimming around, and taking amazing photos.

November is before peak season, so it’s a good idea to book your boat tours so you can visit Key West on your terms rather than settling for whatever tour might be available.

Mud Key Mangrove Safari In Key West


Stroll The Historic Seaport

The holiday season in Key West can be exciting because the evenings are cooler, and places start to decorate for the Christmas holidays.

The historic seaport is one of the free attractions of the Florida Keys that should not be missed. The harbor walk allows you to stroll past all of the impressive boats and yachts. Plus, you’ll find plenty of fine dining establishments to pop into for lunch and dinner.

This area became popular in the 1940s and was once known as Key West Bight. Now, it’s a one-mile walk from Whiting Street to Front Street, with various historical markers along the way.

Pro tip: The time to visit Key West’s harbor area is during happy hour, as you’ll find all sorts of drink specials and incredible deals on oysters on the half shell.

 Good Times At Key West Historic Seaport


Wander The Downtown Area

Any season in Key West is the perfect time to explore Duval Street. It’s considered one of the most popular destinations because it’s in the heart of downtown. It offers restaurants, bars, shops, and a few tourist attractions, too.

This is where you’ll want to taste some of the food that Key West is known for, including conch fritters, spiny lobster, Key West pink shrimp, and, of course, Key Lime Pie.

If you’re looking for a few cool photo ops around downtown, stop into the Key West Aquarium, where you can pet a shark or take a selfie with a giant hermit crab. Roam around the tropical flowers of the Audubon House and Tropical Gardens, too, where you’ll also see a massive koi fishpond.

Some world-renowned pubs are found on Duval Street, so consider checking out these:

  • Hogs Breath Saloon

  • Green Parrot Bar

  • Rick’s Bar

  • Sloppy Joe’s Bar

  • Pepe’s Café

  • DJ’s Clam Shack

Most places around downtown don’t offer reservations. However, if you’re willing to wait, the outdoor seating can provide you with the perfect place to enjoy delicious food and the full ambiance of Key West in November.

Duval Street In Key West


Explore The Southernmost City With Fun Modes Of Transportation

When you visit Key West, you’re going to want to explore all that the island has to offer. There’s no reason to walk everywhere. The island is about four miles long and two miles wide.

The Duval Loop is a hop-on, hop-off bus service that is free, but it will only cover a small portion of Key West.

You can also choose to rent:

  • Bicycles

  • Electric scooters

  • Golf carts

  • Cars

This allows you to get everywhere you want to go without having to worry about walking. You can go from the Southernmost City Buoy (the iconic one that tells you that you’re only 90 miles from Cuba) all the way to shopping at Mallory Square in a matter of minutes.

While you’ve got access to transportation, you may want to check out a few extra landmarks, including the Harry S. Truman Little White House, the Key West Garden Club, and the West Martello Tower.

Key West Southernmost Point Buoy


Check Out Special Events Happening In November

Is November a good time to visit Key West? Absolutely. Not only is it the shoulder season between the off-season and peak tourist season, but it’s also when there are a lot of special events happening.

Some of the top things to do in Key West in November include:

  • Boat races

  • Holiday boat parade

  • Harbor Walk of Lights

  • Parrotheads in Paradise Festival

  • Key West Film Festival

The time to visit Key West will depend on how many events you want to participate in. Film enthusiasts and holiday lovers alike will find something to do during the fall season in Key West.

Annual Key West Boat Races


Enjoy A Cocktail On The Beach

One of the best ways to embrace the relaxing vibe of Key West is with a cocktail in your hand and the sandy beach in the background.

Did you know that Key West has more bartenders per capita than anywhere else in the nation? You might as well put that to good use by letting one of the bartenders do what they do best.

Top cocktails to order in Key West include:

  • Rum Runner

  • Pina Colada

  • Daiquiri

  • Mojito

To have a great time, find a bar that offers live music. Many of the bars and resorts will also have beach parties on the weekends, giving you a chance to set your drink down to play beach volleyball or dance to some reggae.

If you really love to party, it may also be advantageous to book at a hotel right on the beach. While hotel prices will be higher, it will be worth it for the views as well as the onslaught of entertainment options.

Cocktail On The Key West Beach


Plan For Bad Weather

The reality is that the Atlantic hurricane season can last until November 30. Although it’s typically sunny, you may encounter some rain and winds. When this happens, you’ll want to have a few indoor places earmarked to spend your time.

You can escape the winter crowds and check out some of these venues:

  • The Ernest Hemingway Home & Museum

  • US Coast Guard Cutter Ingham Maritime Museum

  • Alan S. Maltz Gallery

  • Florida Keys Eco-Discovery Center

  • Key West Museum of Art & History

  • Key West Shipwreck Museum

When you visit Key West in November, you’re going to avoid most of the rainy season. The average temperature will be in the 70s and 80s. Still, it’s best to pack an umbrella with you. And by knowing of a few indoor venues to explore in Key West, you won’t have to worry about getting soaked.

Visit Ernest Hemmingway Home And Museum


Prepare For The Holiday Season

Key West in November is beautiful, and it can be packed with a lot of things to see and do. It’s important to remember that the Florida Keys are a popular destination, so planning ahead is critical for the most unbelievable deals. Plus, you want to be sure you get to do everything you want without seeing “sold out.”

Hotel prices will be higher if there is a popular event happening on the weekend you want to visit Key West, too.

Is November a good time to go to Key West? Yes, but the sooner you book, the easier it will be to get the best pricing on hotels as well as various attractions.

With so many things to do in Key West in November, it can be overwhelming to know how to spend your time. One of the best ways to get the views of Key West Harbor and beyond is with a boat tour – and at Key West Boat Trips, we have incredible options that help you make memories when you visit Key West.

Our private charters can help you to relax in the Florida Keys while also indulging in the local flavors of lobster and seafood, soaking up the sun on inflatable floats, and so much more.

Book your Key West boat tour online or call us to learn more about the charters we have available when you visit.

Explore Florida Keys With Key West Sandbar Tour

3 to 4 hours
Group Size
Up to 12

Sandbar Tour For Large Groups

If your group is larger than 6 and you have a hard time finding a boat ride to the sandbars because of the 6 passengers limit, we are here to help. You can book our 2 identical Hurricane 27 foot deck boats and our captains will drive them side by side so you can take cool photos and they will raft up the boats on the sandbars so you can enjoy and share this amazing time together.

3 to 4 hours
Group Size
Up to 6

Hopping Sandbars In Key West

What a perfect day to take a boat ride! You will see not one but several different sandbars on this tour! It will only take 25 minutes to get there on our epic adventure, and we can stop as long as you want at those sandbars that interest you the most. This is something you cannot miss!

Experience the mangrove trails of Mud Keys and hang out with locals at Snipe Point after. You won't want the day to end.

31 Reviews verify
2 hours
Group Size
Up to 6

Key West Sunset Cruise

Ocean, meet our captain! One of the best things about the backcountry waters is how it’s never too crowded. So jump in and enjoy the peacefulness and remoteness as you stand in the "middle of the ocean" with nothing but water around you. Optionally, bring some champagne to enjoy with the sunset as a backdrop. Then, just sit back and relax as you cruise on out into the middle of nowhere, leaving behind any stress or worries.

2 hours
Group Size
Up to 6

Mud Key Mangrove Safari

It's time for some adventure and excitement with a boat trip through the backcountry. After only a short ride, we'll take you on a leisurely cruise down to Mud Key Sanctuary, where you can enjoy the countryside and take in all the wonders of nature that surround you. Stop by the sandbar for a refreshing dip or just stroll around and soak up the sun. Capture your memories and cherish them forever.