The Best Bars in Key West to Visit on Vacation

Key West is famous for its sunsets, turquoise waters, white sand beaches, rich history, and lively nightlife. Escape to the southernmost point in the U.S. with Rent Key West Vacations and check out the island’s top attractions during your visit. Make your way to Duvall Street and discover the best bars in Key West, offering refreshing cocktails, live music, happy hours, and local history. Whether you want to grab a drink at Ernest Hemingway’s favorite watering hole or catch the sunset at a bar along Mallory Square, there is a destination for everyone:

Sloppy Joe’s

Visiting the historic Sloppy Joe’s is a must during your Key West vacation. This bar has been a Key West tradition since 1933 and is famous for being Ernest Hemingway’s favorite watering hole. Hang out in a piece of Key West history and grab a drink at Joe’s Tap Room, serving craft beer and tasty cocktails. Joe’s also offers one of the best parties in town, with live music daily from noon to 2 a.m.

Green Parrot Bar

Another Key West icon, the building of the Green Parrot Bar, started as a grocery store in the 1890s, turned into a dive bar after WWII, and was renovated in the 1970s as the Green Parrot Bar. Today, the bar is a favorite destination for live music on the island, with live local musicians taking the stage multiple times daily.

Irish Kevin’s

Visit Irish Kevin’s on Duval Street for a classic Irish pub experience in the Keys. Enjoy unique cocktails like the world-famous Green Gator, featuring lemon rum, blue curacao, oj, sour mix, and 151 floaters in a souvenir glass. Stop in for live music, drinks, burgers, sandwiches, and delicious Key Lime pie!

Captain Tony’s Saloon

Captain Tony’s Saloon was the original location of Sloppy Joe’s Bar, located directly across the street. This historic saloon was the favorite watering hole for celebrities like Ernest Hemingway, Truman Capote, Tennessee Williams, and Jimmy Buffet. Unique pieces of Key West history are found all over the bar, including the stools painted with famous visitors’ names.

Sunset Pier

If you are looking for a Key West bar to watch the sunset over the water, we recommend visiting Sunset Pier near Mallory Square. Enjoy live music, tropical drinks, breathtaking sunset views, and delicious seafood.

Key West Vacation Rentals near Duval Street

Book your getaway with Rent Key West Vacations and stay close to the action with our vacation rentals in Old Town. Properties like Ann Street Cottage, Tranquility, and Namaste put you minutes away from the best bars in Key West. Stay within one block of Duval Street and two blocks from famous bars like Sloppy Joe’s, The Bull, and Hog’s Breath. To customize your vacation, please call our reservation specialists at 1-800-833-7368.

Indulge in Key West Spa Treatments on Vacation

After a day of exploring Key West’s beaches, museums, and historic sites, unwind at one of our local spas. Experience the ultimate relaxation at our Key West spas, which feature healing massages, facials, and body wraps. Or utilize mobile massage services to bring healing to the comfort of your Rent Key West rental home! However you want to focus on your wellness, Key West offers the perfect setting for rest and rejuvenation in the Sunshine State:

Ocean Wellness Spa and Salon

Sign up for massages, facials, and body treatments at Ocean Wellness Spa and Salon in the heart of Old Town Key West. Feel your aches and pains melt away with a wide variety of regenerative massage therapy treatments, or look your best on vacation with a visit to the salon!

Amri Day Spa

Amri Day Spa is an ethical and sustainable day spa that puts people and the planet above everything else. Everything in the spa is ethically made, and 95% of waste is recycled. Sign up for massages and facials that are good for you and the planet at this Key West spa!

Prana Spa

Heal your mind, body, and soul at Prana Spa in Old Town. Your healing begins from the moment you enter the building, where you are greeted by the scents of sandalwood and lemongrass and the sounds of meditational music. Then, choose from massages, skincare treatments, or experiences that combine healing for both the body and soul!

Flow Spa Key West

Head to Flow Spa Key West and look and feel your best on vacation! Start with a healing Swedish, Therapeutic, Hot Stone, Deep tissue massage. Then, indulge in a salon treatment like eyebrow tinting, eyelash extensions, waxing, manicures, or pedicures.

SpaTerre Key West

SpaTerre is located within Ocean Key Resort, offering several services for day guests. Choose from their menu of facials, massages, or body wraps. Enjoy access to the fitness center on the day of your treatment, which offers ellipticals, treadmills, dumbells, a patio stretching area, and more.

Essera Spa

Essera Spa offers mobile massage services in Key West. Reserve a massage appointment in your Key West vacation rental and experience healing without leaving the property. Please contact 305-783-8550 to book your massage!

Key West Vacation Rentals for Your Wellness Retreat

Whether you want to spend the day at a Key West spa or bring the massage to you, we offer healing services for everyone on the island! Book your stay with Rent Key West Vacations and find the perfect vacation rental for your Florida getaway. We offer over 60 Key West vacation rentals ranging from studio apartments to multi-family estates. Please call our reservation specialist at 800-833-7368 to learn more about booking your Key West vacation!

Discover the Key West Shopping Scene on Vacation

Discover the Key West shopping scene on vacation and find the perfect souvenir to remember your time in the Florida Keys! From charming boutiques selling trendy fashion items to art galleries showcasing original art, there is a shop for every interest. Stay with Rent Key West Vacations and easily access the shops along Duval Street near your vacation rental. Here are seven unique shops to check out during your visit:

1. Key West Aloe

Key West Aloe has been an island staple for over 50 years. They use lab-certified aloe to formulate a wealth of fantastic aloe products. Stop in at the store on Greene Street to shop for sun care, skincare, body care, hair care, and fragrances.

2. Mallory Square Shops

Explore Duval Street and Mallory Square for the best Key West shopping experience. We recommend the Southernmost Point Gift Shop, The Green Pineapple Boutique, and Tucker’s Provisions along Duval Street. Then, walk down to the Mallory Square Shops and visit charming boutiques, art galleries, and more!

3. Besame Mucho

Stop at Besame Mucho in the Bahama Village area and shop for a wide selection of apothecary, jewelry, home decor, confections, paper, tools, and souvenirs.

4. Key West Sponge Market

Buy a natural sponge harvested in Florida at the Key West Sponge Market! Sea sponges are a great eco-friendly alternative to other sponge options.

5. Kermit’s Key Lime Shop

No visit to Key West is complete without stopping at Kermit’s Key Lime Shop! Browse a wide variety of key lime treats like pie, juice, cookies, candy, sauces, salsa, relish, specialty oils, jams, and jellies.

6. Key West Butterfly & Nature Conservatory

After exploring the Key West Butterfly & Nature Conservatory, head to the gift shop for some fantastic souvenir shopping! Shop for butterfly-themed artwork, books, apparel, accessories, toys, home decor, jewelry, and souvenirs.

7. Key West Art Galleries

Find the perfect piece of original art at one of our Key West art galleries. Stop at S a cred Space Gallery for unique gifts and artwork made exclusively by women who call the Florida Keys home! Then, visit the Key West Art Center and browse their sculptures, paintings, and ceramics selection from over 50 local artists.

Book Your Key West Getaway Today!

Explore the Key West shopping scene on vacation and bring a piece of Florida home with you! Choose Rent Key West Vacations to host your getaway and discover the charming shops near your Key West vacation rental. Whether you want to stay near the beach or in the historic district, we have the perfect property waiting for you. To customize your Key West vacation, please contact us at 1-800-833-7368.

5 Key West Seafood Restaurants to Try on Vacation

Located where the Atlantic Ocean meets the Gulf of Mexico, Key West offers a prime destination for seafood lovers. Enjoy freshly caught shrimp, conch, mahi mahi, stone crab, and grouper at our Key West seafood restaurants! Whether you are looking for an upscale eatery for date night or a laidback restaurant the entire family will love, there is a wealth of seafood restaurants near your property with Rent Key West Vacations:

1. Conch Republic Seafood Company

Enjoy fresh seafood at Conch Republic Seafood Company, housed in a historic seaport formerly known as the Singleton Fish House. Today, they are known for their boat-to-table menu featuring fresh snapper, mahi mahi, tuna, shrimp, and clams.

2. Eaton Street Seafood Market

Eaton Street Seafood Market offers some of the freshest locally caught seafood on the island. Pick fresh fish from the market and have it cooked for you on the premises, or bring fish back to your Rent Key West vacation rental to prepare in your kitchen. They also offer a standard menu with delicious options like lobster rolls, fried fish, and grilled lobster tails.

3. Half Shell Raw Bar

Half Shell Raw Bar receives fresh fish daily from its Half Shell Fish Market. It is best known for its raw bar menu, which features oysters, clams, mussels, and shrimp. This laid-back restaurant offers the perfect place to kick back, feast on fresh seafood, sip on tropical drinks, and watch the sunset.

4. A&B Lobster House

Discover the perfect Key West seafood restaurant for date night at A&B Lobster House. Indulge in fresh seafood dishes like yellowtail snapper meuniere, crab cakes, royal red shrimp fettuccine, and tuna steak. Pair your meal with a bespoke cocktail and enjoy fantastic waterfront views.

5. The Lobster Shack

If you are looking for a quick and delicious lunch spot, we recommend visiting The Lobster Shack. They are known for their lobster rolls, but they also offer shrimp rolls, lobster bisque, and seasonal seafood salads.

Book Your Key West Vacation Rental Today!

Plan your getaway with Rent Key West Vacations and discover the best Key West seafood restaurants. Or book an in-home chef and enjoy a delicious seafood meal from the comfort of your Key West vacation rental. Please contact our reservation specialist at 1-800-833-7368 to help you customize your Key West getaway!

Where to Go on Your Golf Cart Rental in Key West

Looking for the best ways to get around town for your Key West vacation? Book a golf cart rental in Key West and get around our island with ease! Most of our streets are accessible to golf carters, making it a breeze to get to top attractions like Duval Street and Smathets Beach. Book your getaway with Rent Key West Vacations and discover everything our slice of paradise has to offer!

Golf Cart Rentals on Key West

Before reserving your golf cart rental in Key West, ensure you have a valid driver’s license, proof of insurance, and a valid credit card and are at least 22 years old. Choose from gas or electric golf cart rentals with these outfitters:

Rules of the Road

According to Florida law, golf carts are permitted on roads with posted speed limits of 35mph or less. Luckily for you, most roads in Key West have a speed limit of 30mph!

The same laws, regulations, and rules apply to golf carts and regular vehicles
Driving under the influence of drugs or alcohol is illegal
No refunds for early returns
The renter is responsible for any loss or damage to the golf cart

Where to Go on Your Golf Cart Rental in Key West

Visit the largest beach on Key West, Smathers Beach, and spend an afternoon swimming, suntanning, and playing beach games.
Snap a memorable vacation photo in front of the Southernmost Point buoy.
Ride your golf cart up and down iconic Duval Street, and stop at popular attractions like Key West Aquarium, Mel Fisher Museum, and the Green Parrot Bar.
Drive to the island’s southern edge and visit Fort Zachary Taylor Historic State Park. Enjoy activities like bicycling, birding, fishing, hiking, paddling, snorkeling, and swimming.

Book Your Key West Vacation Rental Today

Reserve your golf cart rental on Key West and easily get around the island during vacation. Choose Rent Key West Vacations to host your getaway and stay in our Key West vacation rentals. Whether you are looking for an oceanfront condo or a four-bedroom cottage for the family, we have something for everyone! If you need assistance customizing your Key West vacation, please contact us at 1-800-833-7368.