Key West, the southernmost spot in the continental United States, is a tropical paradise surrounded by the turquoise waters of both the Atlantic Ocean and the Gulf of Mexico. Its unique location gives it a Caribbean vibe, with palm-fringed beaches and colorful coral reefs.
It’s no wonder I’ve fallen head over heels for Key West after years of exploring its lively streets and laid-back vibe. I’ve hunted down and curated a list of the island’s hidden gems, the best seafood joints, and the most thrilling water activities. Whether you’re spending a weekend or a week in Key West, this is your Ultimate Key West Travel Guide to finding the best places to stay, eat, and see.
Best Time to Visit Key West
Key West is a year-round destination, but my favorite time to visit is January-April. That’s when the weather is perfect, with temperatures ranging from the low 70s to the mid 80s. Although it’s a popular time to visit and hotel prices can be a bit high, the humidity levels are lower, and the rainfall is minimal. But if you’re a fan of hotter temperatures, then summer is your season! You can expect the temperatures to range from the 80s to mid-90s, but keep in mind that it’s hurricane season from June to November.
Getting to Key West
There are a few ways to get to Key West. If you’re flying in, Key West International Airport is the most convenient, but Miami and Ft. Lauderdale are also great options.
If you’re visiting the Florida Keys for the first time, I recommend flying into Miami or Ft. Lauderdale and taking the road trip down the Overseas Highway. Although it takes 3-4 hours, I promise it’s worth the journey! On your way, you’ll see views of the Atlantic Ocean on one side and the Gulf of Mexico on the other. There are plenty of photo ops and beach cafes to stop at along the way (my favorite restaurant is Morada Bay in Islamorada). Plus, this option often saves you quite a bit of money.
But, if you’re looking for a more unique experience, you can also take the Key West Express ferry from Fort Myers or Marco Island. The ferry takes 3-4 hours but is air-conditioned with a sundeck. You can grab a margarita and food at their bar, head up to the sundeck, and start your vacation as soon as you board.
Getting Around
Getting around Key West is easy and convenient. Since the island is only about 4 miles long and less than two miles wide, walking or biking is a great way to explore the area. Many attractions, restaurants, and shops are within walking distance of each other, so you don’t have to have a car to get around. Additionally, scooter and golf car rentals provide a fun way to get around. If you want to travel a bit further, there are plenty of options. Taxis, Uber, and Lyft are readily available but if you plan on exploring north of Stock Island, I recommend renting a car for the day.
Key West Travel Tips
Accommodations
I suggest booking your hotel or house well in advance, especially if you plan to visit during peak season (January to April). You don’t want to miss out on your preferred property!
Sun Protection
Don’t forget sunscreen, sunglasses, and a hat. The sun in Key West can be pretty intense!
Bring Water Shoes
I strongly recommend water shoes if you plan on water activities. Some areas in the water are made of coral rock and can be pretty sharp.
Explore on Foot or Bike
Parking can be limited and expensive, so it’s a good idea to explore the island on foot or bike. Plus, it’s a great way to get some exercise!
Explore Beyond Duval Street
Although Duval Street is a hotspot in Key West, some of the best restaurants and bars in aren’t actually located on Duval. So, venture out and discover quaint places to eat and drink. You’ll find hidden gems and local favorites off the beaten path. Most of the recommendations in my Key West travel guide aren’t located on Duval Street.
Try Cuban Cuisine
Due to its proximity to Cuba, trying one of the many Cuban restaurants in Key West is a must. Be sure to check out El Siboney or El Mason de Pepe for a taste of Cuba in Key West!
Best Things to Do
Key West Lighthouse
Climb the 88 steps to the top of this iconic Key West landmark to enjoy panoramic views of the island.
Earnest Hemmingway Home
This tour is a must for literature enthusiasts and history buffs.
Walk Duval Street
This street is filled with activity day and night. You’ll see historic landmarks, art galleries, cafes, lively bars, and souvenir and boutique shops. The north end of Duval is too touristy for me; I prefer the southern end, which has nicer boutiques and wine shops and is not as rowdy. My favorite boutiques are The Green Pineapple and Shaddow and Fish.
Old Town Trolley Tour
A fun and convenient way to explore the island. It has a hop-on-hop-off option and is the perfect way to see the sights at your own pace.
See the Southernmost Buoy
This buoy symbolizes Key West’s geographic location. It’s a touristy spot and typically has long lines for photos, but at least you can see the ocean while you wait.
Water Activities
Key West has tons of water activities! Snorkeling, diving, kayaking, fishing, paddle boarding- you name it, they have it. No visit to Key West is complete without doing one of these activities. Since I already have access to a boat and kayaks through my family, I haven’t personally tried a charter. However, I’ve heard great things about the following options:
- For snorkeling, Island Jane Charters offer a 3-hour snorkeling and sailing charter for $79. The price includes all necessary equipment, as well as water, soda, white wine, beer, margaritas, and champagne.
- If you’re interested in kayaking, the Lazy Dog kayak tour offers a 2-hour kayak tour through mangrove tunnels for $60.
Mallory Square for Sunset
At sunset, visitors gather to watch the sunset over the Gulf of Mexico. You’ll also find local vendors selling crafts, jewelry, artwork, and souvenirs.
Listen to Live Music
From casual beach bars to iconic venues, there is no shortage of live music in Key West. My favorite places to go for music are Hanks Hair of the Dog Saloon and The Green Parrot.
See the Banyan Trees
The banyan trees in Key West are remarkable. One of my favorites is located at the Banyan Tree Resort and in the Truman Annex. These trees are scattered around Key West, which gives you a reason to explore beyond Duval Street.
Get a Resort Pass
If you’re renting a house but still want the convenience of resort amenities, I highly recommend trying out Resort Pass. Multiple hotels in Key West offer a pass, and I personally did it at The Sothernmost Resort. It was so convenient! We spent the day lounging at the Shores Pool and beach, and even had lunch from the resort’s restaurant, Southermost Beach Cafe. With a resort pass, you have access to showers. This was perfect for us because we were able to freshen up before heading out for dinner. So, if you want to experience the resort life without actually staying at one, give Resort Pass a try!
Best Beaches in Key West
If your hotel doesn’t have a beach, there are a few I recommend:
Fort Zachary Taylor State Park
This beach is beautiful and convenient, but there is a small fee ($2.50-$6, depending on whether you’re walking in or have a car). You don’t have to worry about lugging chairs and coolers because they have it all on-site. Stop at the Chickee Hut to rent chairs and umbrellas when you arrive, then head to the Cayo Hueso Café. They have sandwiches, wraps, smoothies, frozen coffee drinks, and beer and wine. The park is open from 8:00 am to sunset daily, and the Café and Chickee Hut are open daily from 10:00 am-6:00 pm.
Higgs Beach
This beach is free, and I love to go here because of the restaurant Salute! On the Beach is located here. I rent my chair, walk over to Salute’s walkup window, and order a margarita to drink in my chair- it’s the only way I can take the sun! Salute has indoor and covered outdoor seating if you need a break from the sun. I love having a restaurant located just steps from my beach chair. Restroom and shower facilities are available at Higgs Beach, too!
Smather’s Beach
This beach is the largest public beach in Key West. I don’t usually come here, as it gets busy, especially during spring break. But if you’re up for it, Sunset Watersports is located on this beach and offers everything from beach chairs to paddle board rentals. Restrooms are available. Beach hours are sunrise to sunset and Sunset Watersports rentals are available 9am-5pm.
Where to Stay in Key West
Casa Marina
A stunning resort that combines old-world charm with modern luxury. Located on the beachfront, this hotel offers guests a private beach, swimming pool, and on-site dining. You can’t miss going to my favorite cocktail bar, The Canary Room, which is located here.
The Reach
This hotel is perfect if you want to be close to the action without sacrificing peace and quiet. This oceanfront resort features charming nautical décor and is only a few steps from Duval Street and the historic Old Town. This hotel features on-site dining, a private beach, and a heated pool.
Southernmost Beach Resort
An oceanfront resort with Key West-style buildings near the best restaurants, shops, and nightlife spots. The resort offers beach access, three swimming pools, and several dining options, including Southernmost Beach Café and Pineapple Bar.
Winslow’s Bungalows
A boutique-style resort in the heart of Key West, these bungalows offer a private retreat amongst tropical foliage and gardens despite being steps away from all the activity. The bungalows feature three pools, providing guests with the perfect oasis.
For more hotels, check out my ultimate guide to Key West’s best hotels!
Where to Eat in Key West
Blue Heaven
When it comes to breakfast in Key West, this outdoor restaurant is my go-to. Even though you might have to wait for a table (they don’t accept breakfast reservations), it’s well worth it! While I wait, I always walk to their bar across the street for a mimosa and some live music. And don’t worry if you see some chickens and cats roaming around- it’s all part of the charm that makes this place unique. Everyone loves their Lobster Benedict, and don’t leave without trying their famous key lime pie, no matter the time of day!
Ram’s Head
If you’re a fan of Bloody Marys, you must come to experience their famous Bloody Mary bar. They cater to classic and adventurous tastes, making it the perfect spot for Bloody Mary aficionados. Once you’ve crafted your perfect drink, head to the back of the restaurant to enjoy some fun outdoor games and live music. It’s the ideal way to spend a lazy morning in Key West.
Cuban Coffee Queen
Known for its authentic Cuban coffee and sandwiches. This is a go-to spot for locals and visitors craving a taste of Cuba. My favorite afternoon pick-me-up is their cortadito.
Seaside Café at Mansion on the Sea
If you’re looking for a relaxing spot to enjoy some drinks and an appetizer in Key West, you can’t miss this spot. Its prime location, just steps from the ocean and tables scattered between palm trees, makes it the perfect place to unwind and soak up the island vibes. I love their mojitos and conch fritters, but they are famous for their lobster biscuits. The ocean views and coastal dishes make it hard to beat the ambiance here.
Maven Tip: Just keep in mind that there is only outdoor seating, so dress appropriately for the weather. Plenty of seating is available under a pavilion if it’s too hot.
Louie’s Backyard
This is where I come if I want a waterfront restaurant with views of the Atlantic Ocean. Just make sure to make a reservation in advance to secure your spot! I like to arrive early and grab a glass of champagne on their lower deck that extends over the water. It’s the perfect spot to snap some photos before your meal. While I haven’t had it myself (I usually get one of their specials), I’ve heard nothing but rave reviews about their Shrimp & Grits.
Thirsty Mermaid
I love this restaurant’s cozy atmosphere and nautical décor. The menu has a variety of dishes, including oysters, ceviche, and steak, but their mussels are my favorite! They also have a good selection of wine and beer.
Garbo’s
A food truck tucked away in Hanks Hair of the Dog. It’s the perfect spot for a laid-back meal under twinkling string lights while listening to live music. I can’t go without ordering the Korean tacos.
DJ’s Clam Shack
A laid-back seafood shack on Duval Street with the BEST lobster roll. Seriously, the best lobster roll I’ve ever had, and I’ve tried them all up and down the East Coast. After ordering my food at the window, I sit at the front counter to see the excitement on Key West’s main strip. Head to the picnic tables in the back if you’re looking for something a little quieter.
B.O.’s Fish Wagon
A seafood shack famous for its fresh catch of the day, served up in sandwiches, tacos, and baskets. With its laid-back vibe and tasty eats, it’s a must-visit for seafood lovers.
Salute! On the Beach
Located on Higg’s Beach, this Italian-inspired café is the perfect setting for a beachside lunch without the hassle of packing up your beach gear. Just steps away from the ocean, it is the perfect spot to enjoy shade from the sun. Forget about lugging coolers or snacks to the beach; Salute! has everything you need. You can even grab a drink from the To Go window if you do not want a full meal.
A&B Lobster House
Located in the marina, this upscale restaurant offers a view of the yachts and fishing boats coming in and out. Their menu features fresh seafood and steak and an extensive wine list. If you’re looking for food recommendation, I love to get the lobster bisque and filet.
El Siboney
This beloved Key West restaurant is renowned for its authentic Cuban cuisine and friendly service.
Restaurants Near Key West
Baby’s Coffee
This place is hands down my favorite spot to grab an iced coffee on my way back home from the airport or before heading to the beach. I’m a huge fan of their Jet Black roast, and I have bags of it shipped home throughout the year. The coffee is always fresh, and the atmosphere is super chill and relaxed.
Geiger Key Fish Camp
If you have a car, take a short drive out of Key West and hit up Geiger Key for lunch. This open-air spot has panoramic views of the mangroves and waterways, giving you an authentic Florida Keys vibe. I love the ahi tuna tacos and Hogfish tacos.
Maven tip: this restaurant is in the marina, so consider a fishing or boat charter or go kayaking and paddle boarding through the mangroves before grabbing a bite. It’s the ultimate Keys experience!
Square Grouper Bar and Grill
On Cudjoe Key, this is one of my all-time favorite restaurants. Whenever I visit, I order the fried mozzarella for my appetizer and the shrimp pasta in a key lime butter sauce for my entrée. Although they don’t take reservations, I like to put my name in and head upstairs to the 420 Lounge for a drink and some live music while I wait. It’s the perfect spot to unwind after a day in the sun!
*Maven Tip: This restaurant is open for lunch and dinner, but the pasta isn’t featured on the lunch menu. Additionally, it’s usually closed on Sundays and Mondays.
Be sure to check out my guide on where to find more of the best food in Key West!
I hope you enjoyed this Key West Travel Guide and that it helps you plan your upcoming trip to Key West. Whether looking for a relaxing beach vacation or an action-packed adventure, Key West has something for everyone. From the delicious food to the breathtaking scenery, this island offers a unique experience you won’t find anywhere else. So, pack your bags, grab your sunscreen, and get ready to make memories that will last a lifetime. I can’t wait for you to fall in love with this beautiful island like I have. Safe travels!
