Love, Laughter & Adventure - Enjoy The Magic Of Key West In February

Key West In February

While you may think of Key West as a summer-only location, it’s actually a great destination to escape the cold winter and enjoy outdoor activities that don’t include snow, ice, or blustery winds. Key West is the southernmost city in the continental United States and offers mild weather with summer-like temperatures all year round.

The best time to visit Key West is in December through April when temperatures remain mild in the 70s and the water is still pleasant for lounging at the beach and snorkeling or participating in other water sports.

Plenty of Key West events are planned to fill your long President’s Day weekend or create a fun February Valentine’s Day plan. Stick around to discover all the Key West February fun that awaits you in the Florida Keys!


Join Our Night Kayaking Tour And Explore The Mangroves Of Key West

Key West’s infamous mangrove forests are one of the sights you simply can’t miss on your February vacation to the Florida Keys. At Key West Paddle, we have nighttime tours through the mangroves in a glass-bottomed, LED-lit kayak. Not only will you enjoy one another’s company in a small group, but you’ll also have the opportunity to see the miraculous nighttime wildlife of Key West from an entirely different perspective.

As one of the most popular things to do in Key West in February, you’ll want to contact us with plenty of advance notice to ensure you get a spot on one of our night kayaking tours. Get in touch with us now and let the excitement begin!

Night Kayaking In The Key West Mangroves


Love Is In The Air At The Old Island Days Art Festival And Key West Craft Show

This is one of the Key West events you don’t want to miss, as there is so much to see and experience here. Key West’s Old Island Days Art Festival and the Key West Craft Show have been combined to create the Key West Art and Craft Festival. Pop-up tents line the shore at Old Town’s Truman Waterfront Park, creating an outdoor market celebrating the area’s most talented craftsmen and artists.

You’ll also find a few local food trucks to stop and order lunch with your loved ones, so be sure to bring your appetite! The festival provides shuttle services as well as convenient parking for vehicles and bikes.

Wandering this art-filled festival is a wonderful way to add some whimsy and fun to a day with your sweetheart. Stuff yourself with sweet treats and savory bites from the food trucks and hunt for a romantic memento to cherish forever. Just a friendly reminder to make sure you buy a super awesome craft gift for your sweetheart! 

Colorful Craft Gifts In Key West


Embrace Your Inner Cowboy And Join The Fun At Key Western Fest

If you’re looking for fun events in Key West in February and you like country music, then you have to check out the Key Western Festival at the Truman Waterfront Park Amphitheater. This five-day event always offers something special, but in 2024, you’ll see over 20 bands with an all-female lineup including some of the greatest voices in country music history, like:

  • Pam Tillis

  • Wynonna Judd

  • Tanya Tucker

  • Joe Dee Messina

Don’t miss out on this epic celebration – prepare for unforgettable moments of fun, laughter, and incredible music. Mark your calendars for January 31st to February 3rd, 2024, because this event is a country music lover’s dream!

Enjoy Country Music In Key West


Stay Close To Duval Street On Your Key West Vacation

If you’re celebrating Valentine’s Day during your Key West vacation this February, then you must visit one of the best resorts in the area at Opal Key Resort. Not only does the resort include spacious suites full of all the luxurious comforts you would expect from a waterfront resort, but you’ll also be walking distance from the fun and excitement of Duval Street.

The Old Town trolley is always doing hop-on-hop-off tours through the town, and there are countless shopping, dining, and entertainment opportunities within a few minutes of your suite. Opal Key Resort is a great destination for any Key West vacation or romantic getaway.

Some of the best places to find entertainment nearby in Key West include:

  • Sloppy Joe’s Bar – Stop here daily between noon and 2 p.m. to enjoy live music and some of the tastiest treats on Duval Street!

  • Fat Tuesday – Get a taste of New Orleans with your love at this remarkable restaurant and bar. They also serve some of the most refreshing frozen cocktails.

  • Rick’s Bar – Here’s a lively spot to grab a few drinks and then swing your sweetie around the dance floor to live music!

  • The Bull – Enjoy the fresh air in this open-air watering hole with tasty cocktails and craft beverages.

Duval Street is one of the best places to spend an evening of fun with your lover! There are tons of bars and open-air spaces to take in the best party atmosphere Key West has to offer.

Visit Duval Street In Key West


Take A Trip To Dry Tortugas National Park When Visiting Key West This February

The Dry Tortugas National Park is a must-visit location when traveling to Key West in February. Though it’s not one of the easiest places to get to in Key West, it’s a location that offers an abundance of excitement without all the crowds and noise of the town.

First, you’ll have to get on a tour boat or purchase passage on the Yankee Freedom Ferry to reach the Dry Tortugas National Park. On the ferry, you’ll have indoor and outdoor space to take in all the sights on the journey, and they’ll provide a sack lunch to take with you on the islands.

Once you arrive, you can explore Fort Jefferson, one of the oldest forts around, or you can head to the beach to do a bit of snorkeling or simply enjoy the warm water and lounge in the sun away from the crowded beaches of Key West. You can also find primitive camping sites so you can sleep under the stars or search for wildlife on the trails or shoreline of the national park.

Whatever you decide to do at this national park, you’ll surely go home with countless stories to tell about the animals you’ve seen or the historic Fort Jefferson and its many educational displays

Dry Tortugas National Park


The Best Outdoor Fun To Have In Key West In February

I’m sure the last thing you’re thinking of doing in February while in Key West is to dive into the water to snorkel, but the waters are a warm 70 degrees this time of year, so snorkeling at locations like Smathers Beach is a great way to spend time with your loved ones in Key West.

Explore the vibrant coral reefs in Key West at many of the local beaches. You don’t have to worry about bringing your own gear as you can find rental shops all over Key West that can fit the whole family with gear. Here are just some of the most popular destinations in Key West to go snorkeling:

  • Clarence C. Higgs Memorial Beach – There are around 16.5 acres of oceanfront fun to be had at this historic beach in Key West. There’s tons of beach fun to be had here, including snorkeling, jet skiing, and so much more!

  • Fort Zachary Taylor State Park – History lovers have to visit this historic state park that predates the Civil War! You won’t find more Civil War armaments than in this location in Key West.

  • Dry Tortugas National Park – A remote getaway far from the crowds on Duval Street and other party locations. Head to this park to spend some quiet island time with your sweetheart.

December weather is fantastic here in Key West! So, grab your best guy or girl, some swim trunks, and sunscreen, and head to one of these wonderful outdoor hot spots in Key West in February.

Higgs Beach Key West Florida


Don’t Forget To Snap The Most Iconic Key West Selfie With Your Sweetie

If you only remember to grab a commemorative photo at one location in Key West, it would have to be at the Southernmost Point Buoy. The vibrantly painted buoy is one of the most sought-after places in all of Key West to snap a photo as the location marks the southernmost point in the United States. The buoy was built in 1983 and lists one of the most interesting facts in Key West; the buoy is only 90 miles from Cuba!

So grab your favorite person and be sure to grab one of the most memorable photos you’ll take in Key West. You’ll want to get to the buoy early in the day as tons of people stop to snap a picture at the iconic spot. After you grab a quick picture, take in the wonderful views of the Atlantic Ocean!

Southernmost Point Buoy In Key West


Make The Most Of Your Trip To Key West This February

Now that you know about all the exciting events and things to do in Key West this winter, you can make the most of your plans to celebrate Valentine’s Day in Key West. You won’t find a better spot to escape the winter blues than Key West. Not only is it always lovely weather, but there are plenty of romantic excursions to surprise your significant other.

Here at Key West Paddle, we love to help our visitors create lasting memories with our various tours. One of the most popular is our nighttime LED-lit kayak tours of the mangroves. Prepare for an extraordinary adventure with our one-of-a-kind tours and get ready for incredible sights of wildlife both on land and in the sea.

Don’t forget to book your tour in advance to ensure you snag the best time for a kayaking adventure with your family or your sweetheart!

1 hour 30 minutes
Group Size
Up to 18

Night Kayak Guided Tour

Get a single or double glass-bottom kayak illuminated with lights and follow our tour guide on this one of a kind, unforgettable and simply magical adventure.

This slow paced, immersive, and very relaxing experience will allow you to see some cool, active at night marine life as you are gliding through crystal clear waters of Key West.

Guests will experience going through narrow mangrove tunnels at night, floating around shallow and calm waters as the tour guide will look for interesting critters for everyone to see.

3 hours
Group Size
1 to 6

Key West Sandbar Trip

Key West sandbars are our local well kept secret. This is where we take our families to hang out and relax on our days off. This is the perk of our island lifestyle. Now we want to share this experience with you.

Turquoise shallow waters, epic picture worthy sights all around you that look like a postcard - that is what you're signing up for!