10 Toe-Tapping Live Music Venues in Key West

Key West is famed for many types of music, from techno, hip hop, jazz and raggae, to calypso, blues, country and western, so a night out will always feature a show that appeals to all musical tastes. The island has an array of live music venues to enjoy when the sun goes down, or for a summer afternoon of toe-tapping fun. Here are our top ten recommendations for live music venues in Key West:

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Image Compliments of the Key West Songwriters Festival

Schooner Wharf Bar, 22 William Street. Laid-back, comfortable and oozing with character, this bar is just a few blocks away from Duval Street and overlooks the harbor. It’s popular for its live music, friendly service and rustic charm.

Little Room Jazz Club, 821 Duval Street. Renowned for being Key West’s finest blues lounge, the cosy Little Room Jazz Club is on the quieter side of Duval Street. It’s one of the top local spots for sipping beer whilst enjoying some of the island’s best jazz.

Smokin’ Tuna Saloon, 4 Charles Street. This popular venue is home base for the Songwriter Festival. Throughout the year it stages some of Key West’s hottest acts with  a music schedule on offer every night alongside a tempting menu of fresh seafood.

Sloppy Joe’s, 201 Duval Street. Famed for being Ernest Hemingway’s favorite watering hole, Sloppy Joe’s is one of the most iconic bars in Key West. Expect a lively party atmosphere with its regular live music schedule.

Willie T’s, 525 Duval Street. If it’s a cool mojito you fancy whilst checking out the latest quality live music acts, head to Willie T’s. The mojitos here are legendary and the walls are decorated with dollar bills from patrons past.

Island Dogs, 505 Front Street. One of Key West’s coolest hang-outs, you’ll find live music most nights at Island Dogs where the Key Lime Pie Martini is a must-try, along with the chargrilled oysters.

Hog’s Breath Saloon, 400 Front Street. Locals and visitors have been coming to Hog’s Breath Saloon for around 25 years for its daily schedule of live music and friendly service.

Green Parrot Bar, 601 Whitehead Street. Another Key West icon, Green Parrot Bar is loved by locals and welcomes visitors every night with its exciting line-up of live music which makes the venue fun and bursting with energy.

Turtle Kraals, 231 Margaret Street. Catch the latest live music from the harbor-based Turtle Kraals which not only offers the best views of the Key West Historic Seaport, but serves up a refreshing selection of drinks, including the delicious Key Lime Margarita.

Bull and Whistle Bar, 224 Duval Street. Here you’ll find two bars under one roof with live music showcased on the Bull stage. The party atmosphere entices large crowds most nights, making it one of Key West’s most popular venues for musical entertainment.

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Image compliments of the Key West Songwriters Festival

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Parrot Key is a TripAdvisor® Certificate of Excellence Hall of Fame winner

Parrot Key Resort is honored to be recognized as a TripAdvisor® Certificate of Excellence Hall of Fame winner.  The Certificate of Excellence award celebrates excellence in hospitality and is given only to establishments that consistently achieve great traveler reviews on TripAdvisor. The “Hall of Fame” was created to honor those businesses that have earned a Certificate of Excellence for five consecutive years. Parrot Key Resort has received the Certificate of Excellence since 2011. Winners include accommodations, eateries and attractions located all over the world that have continually delivered a superior customer experience.

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When selecting Certificate of Excellence winners, TripAdvisor uses a proprietary algorithm to determine the honourees that takes into account the quality, quantity and recency of reviews and opinions submitted by travellers on TripAdvisor over a 12-month period as well as business’s tenure and ranking on the Popularity Index on the site.  To qualify, a business must maintain an overall TripAdvisor bubble rating of at least four out of five, have a minimum number of reviews and must have been listed on TripAdvisor for at least 12 months.

We would like to thank all guests who have left positive TripAdvisor reviews for Parrot Key Resort over the years. We appreciate you more than you know.

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Mother’s Day 2015 in Key West: Tips to Pamper Mom

Parrot Key Resort is celebrating mom the entire month of May in Key West with our exclusive Mother’s Day Package. Every mom deserves a much-needed break, and if she’s lucky enough to be spending Mother’s Day weekend (May 10th) at Parrot Key Resort, she is sure to be pampered and indulged in style. Our Mother’s Day Package includes complimentary breakfast, a discount on accommodations, along with a free welcome drink. We’ve also outlined our top tips below, to make Mother’s Day 2015 one to remember. Call 877-746-4701 to book your accommodations today.

Mother's Day in Key West, Florida Keys

Whether mom prefers an action-packed day soaking up the sights of Key West, or a few restorative poolside hours to herself before sampling some of the island’s finest delicacies, there are many wonderful ways to celebrate mom this May. Here’s our pick of the best:

Mother's Day in Key West, Florida Keys

Breakfast at Cafe Blue

Surrounded by lush, tropical gardens and overlooking one of our calm, sparkling pools, Cafe Blue is the perfect place to start mom’s perfect day. Sipping a cool, freshly squeezed Florida orange juice, mom can leisurely open presents from the family while breakfast is being prepared. The menu offers healthy options including our tropical fruit plate, omelettes and old-fashioned oatmeal, as well as indulgent treats such as delicious Belgian waffles.

Mother's Day in Key West, Florida Keys

Poolside pampering

If mom fancies some “me time,” catching up on her favorite book before taking a refreshing dip in the pool, whisk the kids away for a few hours and let mom just be. With four secluded pools to choose from, each surrounded by a tranquil atmosphere and nestled among stunning landscaped gardens, mom will feel completely revitalized and relaxed in her poolside paradise.

Mother's Day in Key West, Florida Keys

Conch Tour Train

Keep the whole family entertained at one of Florida’s most popular attractions. The Conch Tour Train unearths Key West’s quirky history, snaking all over town to explore the island’s special architecture and tropical fauna. It’s fun, informative, and mom can sit back and soak up the beauty surrounding her. The tour takes 90 minutes and departs from Mallory Square all day long.

Mother's Day in Key West

Leisurely lunch

A leisurely lunch prepared especially for mom with loved ones around, is an absolute must on Mother’s Day, and Key West is teeming with charming restaurants to help set the scene. For a memorable dining experience in the historic Bahama Village, try Blue Heaven (729 Thomas Street) which prides itself on serving quality culinary creations in a quirky environment. Mom will love the menu: there’s Caribbean shrimp deglazed with red stripe, Jamaican jerk chicken, and yellowtail with citrus beurre blanc among others to choose from. Or there’s Nine One Five on Duval Street, a Victorian house boasting a fine menu with plenty of local seafood, including pan-roasted grouper with chorizo, spinach and olives.

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Time out beachside

One of the best ways to switch off and escape in the Florida Keys is to head beachside. Take mom to Smathers Beach and enjoy the complimentary Parrot Key Beach Club service that includes a free shuttle transfer, beach towels and beach chairs for the day, allowing the whole family to kick back and relax in absolute comfort. We don’t expect mom will ever feel bored of feeling the powder white sand between her toes as she gazes out across the clear blue waters of the Atlantic, however if she does fancy some action then there is plenty to choose from, including paddle boarding, kayaking, and parasailing which is offered for an added cost.

Mothers Day in Key Wesy

However you choose to appreciate mom this year, make sure you end Mother’s Day with a celebratory cocktail at sundown. Cafe Blue serves cocktails from 11am until sunset with happy hour between 5pm and 7pm. Treat mom to a Bahama Mama and make a toast as the sun sets on a memorable day in Key West.

Mother's Day in Key West, Florida Keys

 

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Key West luxury just got better – Parrot Key Resort celebrates new changes

Some things will never change at Parrot Key Resort, such as the beautiful views from every guestroom, suite and villa, and the relaxed atmosphere that welcomes guests the moment they arrive. Other things do change and we’re proud to celebrate a number of new additions, all designed to improve your return visit to the resort on your next vacation to Key West.

Key West Three Bedroom Villa

We are excited to now have three-bedroom villas available, each offering the luxury of space, private balconies and spectacular views of either the waterfront or lush tropical gardens. The villas are perfect for families or groups of friends traveling together, all looking for fun under one roof without getting in each other’s way. Call our on-site vacation planners at 888-211-0348 who can help you plan your trip and talk through bed type options to suit your whole party.

Key West Three Bedroom Villa

You’ll also be pleased to hear that we’ve recently upgraded our Wi-Fi to speed up your connections, and that the Roosevelt Boulevard construction is now complete, making traffic flow nice and easy, so you can reach Old Town in no time.

Photo: Andy Newman/Florida Keys News Bureau

Photo: Andy Newman/Florida Keys News Bureau

Another addition to the resort which is certain to raise a smile is our new complimentary beach shuttle service to the beautiful Smathers Beach where you can spend the entire day sprawled out on the powder-soft white sand, take a dip in the tropical ocean, explore the coral and enjoy a range of watersports. The service comes complete with complimentary towels and beach chairs.

Mothers Day in Key Wesy

Our popular poolside Café Blue, which serves a delicious range of snacks and refreshing drinks, has been redesigned with a stylish selection of pool furniture and comfortable cushions for you to sink into.

Key West Summer Vacation Family

Just as you get really comfy, sit back and enjoy the luxury of having your blueberry mojito brought directly to you thanks to our newly enhanced bar service which also includes a food service at all four pools.

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To top it all off, Parrot Key has recently won two prestigious awards. Firstly, Conde Nast Traveler has ranked Parrot Key as one of Top Resorts in Florida in the Readers’ Choice Awards 2014. The second success for Parrot Key has been its ranking among Key West’s top 4 best hotels by US News and World Report.

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We’ve missed you and would love to see you again. Need further persuasion? Take a look at our new resort video as a reminder of all the great reasons to visit Key West and Parrot Key Resort!

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SALE EXTENDED: Book by April 13th for stays through 2015!

Our spring sale has been extended and through April 13th, Parrot Key Resort is rewarding guests for booking early with very special Key West hotel rates on stays throughout 2015! You can enjoy savings of up to 20% in our biggest sale of the year when you book your place in paradise on select offpeak travel months from April 12th to December 18th. With rates starting from $189 per night, you can make the most of your savings by browsing our monthly pricing to see where you can save the most. 

Call 877-676-1826 or book online today!

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Two months that you can enjoy special savings include May and early June. These times are ideal for visiting Key West before the busy summer season kicks in. Event periods can be more expensive but if you’re keen to explore Key West’s eclectic music scene, visit the island during May 6 through 10 when the  Key West Songwriters Festival takes place. Seafood lovers will also be in their element in Key West during mini lobster season in July or dive into regular lobster season which starts in August with exciting events like Lobsterfest. Late August is a quieter (and less expensive) time to visit the island after the school summer holidays.
Key West Summer Vacation
 
From September onwards, couples looking for a romantic retreat will love Key West during the autumn. “Fall” in love all over again when the island is peaceful and beautifully warm, offering an ideal contrast to the northern hemisphere as the colder weather soon takes its grip. Choose dates either side of Fantasy Fest (October 23 – 31) to avoid peak travel periods when the island will be at its busiest in the autumn. But if you haven’t visited Fantasy Fest, it’s a must-see spectacle at least once in your life!
Key West Summer Vacation
 

Top reasons to book your Key West vacation during our spring sale:

1) Take advantage of our biggest sale of the year and book early to save more. These rates will not be available as your travel dates draw nearer so you must book by April 13th to enjoy these spectacular savings.

2) Parrot Key guests can also enjoy the luxury of a complimentary shuttle service from the resort, direct to Smathers Beach with complimentary beach towels and beach chairs included. This service is ideal during the warmer months in Florida to take advantage of onsite watersports at Smathers Beach or just watch the world go by on island time.

3) Rest easy knowing that we have the largest accommodations on the island. You can choose to stay in one of our cosy guestrooms surrounded by towering palms, overlooking our tropical gardens or sparkling ocean views. If extra space is what you’re looking for, indulge in a one or two-bedroom suite with a separate living room and stunning views or a three-bedroom villa with room for up to eight people.

4) Key West has a fascinating culture and history with its shipwreck artifacts, literary legends, celebrated artists, and a previously bustling seaport. You can explore it all throughout the island’s quality collection of museums and attractions. Learn more about visiting Key West.

Key West Summer Vacation
 
To help you decide which month suits you best to visit Key West and make the most of our biggest sale of the year, check out our planning guide with tips and advice on everything from island events to average temperatures per month. Call 877-676-1826 or book online today!
 
TERMS: This offer must be booked by April 13, 2015 and the deal is valid on stays from April 12, 2015 through December 18, 2015. The sale lead-in rates are for garden guestrooms and other room types will be higher. Save up to up to 20% at Parrot Key Resort (sale rates from $189/night). Savings are limited based on availability, and some blackout dates may apply. Rates are subject to frequent change based on availability and may sell out at any given time. The sale rates do not reflect a daily resort fee of $25/night at Parrot Key Resort in addition to a 12.5% applicable tax. Bookings must be made at least seven days in advance of arrival. Full payment must be made at the time of purchase and is non-refundable. Savings vary based on availability and special event dates. All dates are final. The sale rates are available for SELECT months and room types only. Find the advertised rates on Sundays through Thursdays. 
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Suite living in paradise: upgrade to a little extra luxury and space at Parrot Key Resort

There are many words we like to use when describing the perfect vacation, and many of them happen to begin with the letter ‘s’. Whether it’s sunshine, sunsets, sea, sand, simplicity, serenity, or just space to enjoy your freedom away from the routine of everyday life. We’re going to add another ‘s’ for good measure – suites! At Parrot Key, we have created spacious one and two-bedroom suites with style and comfort in mind which make them ideal for couples seeking a little extra indulgence, or for families and friends after much-needed privacy.

Key West Three Bedroom Villa

Each suite features stunning views and you can choose to live among the tree tops with your own garden view balcony or choose our waterfront suites with views of Florida Bay. If you’re seeking extra savings, a garden suite is the way to go. Don’t just expect to see a pretty display of flowers when we highlight the garden views; in your suite, you will wake up every morning to the spectacular sight of towering palm trees and lush foliage, all helping you to feel the great distance between your newly-found paradise and the hectic urban sprawl you left behind. You and your loved ones will feel revitalized and refreshed living in luxury with the uplifting sight and scent of our peaceful tropical oasis surrounding your spacious suite.

Three Bedroom Key West Villa

Whether you choose the king one-bedroom garden suite, or the two-bedroom garden suite featuring a master king room and a second queen room or twin room, each room has its own flat-screen TV and DVD player for when you need time out to switch off and recharge. However, bringing the party together will also create some of the best highlights of your vacation, which is why our living rooms are perfectly designed to ensure everyone can sprawl out and watch the latest entertainment on a 42″ flat-screen TV and enjoy all the benefits of a dry bar area, mini-fridge (in most rooms) and coffee maker.

Key West Three Bedroom Villa

You may wish to stay in your suite all day with such beautiful views and comfortable surrounds, but once you step foot outside and make your way through the landscaped tropical gardens, you’ll soon discover one of our four pools, each sparkling among its own private sculpture garden.

Mother's Day in Key West, Florida Keys

 

Within a short stroll is Café Blue, serving light lunches, snacks and cool cocktails, a perfect spot for relaxing throughout the day and celebrating an unforgettable Key West sunset. Take our shuttle bus to Smathers Beach and you’ll later find yourself immersed in one of many water sports activities. Venture onto the streets of Key West and the line-up of adventure seems unending, from the Conch Tour Train, the lively atmosphere of Mallory Square, and the many museums and attractions all telling the fascinating story behind this colorful Florida Keys island. Happy vacation!

To book one of our spacious garden view or waterfront suites, book online or speak to the reservations team at 888-211-0348.

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Key West for Seniors: Amazing activities, accommodations and a laid back atmosphere

The laid-back atmosphere, tropical breeze and eclectic line-up of attractions in Key West are just some of the reasons why this destination continues to attract all age groups through the year. Visitors in the senior years of their life, find the island lifestyle rejuvenating and restorative and it’s hardly surprising. After all, this is an island that has everything to offer, from its warm ocean and beautiful beaches, to rich historic and cultural heritage, along with delicious local delicacies. Whether you’re nearing retirement or already retired and ready for your next adventure, you’ll find it here in Key West where a treasure trove of culture and natural beauty is waiting to be discovered.

Romance Vacation Key West

Delve into Key West’s past

Key West is famed for his colorful history and cultural diversity. It’s home to shipwreck artifacts, literary legends, celebrated artists, and a previously bustling seaport, all beautifully preserved and showcased throughout the city’s fine collection of museums. Among the most popular are the Key West Shipwreck Museum, Ernest Hemingway House, Mel Fisher Maritime Heritage Museum, and the Martello Gallery – Key West Art and Historical Museum, and they all make fascinating places to explore.

Sail away and find your catch

Leave the crowds behind as you sail through the calm waters surrounding Key West with highly-skilled offshore captains. You can explore the Florida Straits, a 90-mile wide trough of deep water beyond the reef that Hemingway once described as “the Great Blue River.” Swimming all around Key West is a rich abundance of fish including snappers and groupers that inhabit the island’s shipwrecks, reefs and back-country channels, making a day’s fishing trip so rewarding.

 

Music to your ears

Music underpins some of the best memories you’ll take away with you following your vacation, and in Key West there are live music venues round every corner that are sure to get your toes tapping and help you relax. The island’s streets carry a diverse blend of sound in the air, from jazz and blues, to country and western and calypso, making sure you’ll be spoiled for choice in your quest to unwind.

Breathtaking natural beauty

Be prepared to look around in awe as the beauty of Key West’s natural world unfolds before you. With our onsite concierge team, active seniors can take your pick from a range of water-based activities including kayaking and snorkeling, so you can explore the wonders of the ocean at your leisure. Back on dry land, Key West is teeming with places to enjoy natural beauty and the island’s renowned sunsets will no doubt  become your favorite part of the day. Head to Mallory Square for the best views and join the Sunset Celebration which takes place every night. Here you’ll find a festival atmosphere as visitors and locals alike all gather to watch the sparkling sun sink into the Gulf of Mexico. Don’t forget to stop by Key West’s Butterfly Conservatory for one last glimpse of the city’s majestic beauty.

Romance Vacation Key West

Theatrical delights

Yet another jewel in Key West’s crown is The Waterfront Playhouse, named by Florida Monthly Magazine as ‘the best professional theater in Florida’. For over 70 years, locals and tourists have been treated to a diverse program of productions in this intimate, 150-seat theater which is well-positioned in Mallory Square where the Sunset Celebration adds to the dramatic atmosphere.

Parrot Key Resort for Seniors

Whether you are looking for spacious accommodations or a room with a view for two, we have a range of options available including guestrooms, suites and villas. Depending on your age and mobility, we also offer accessible accommodations and ground floor rooms without stairs to accommodate all needs. Many seniors choose Parrot Key Resort because we are located away from the noise of Duval Street (three miles) in a quiet, tropical paradise.

Mother's Day in Key West, Florida Keys

 

Our concierge will also arrange sunset cruises, dolphin tours, and a range of other exciting activities. Or if you prefer to lounge on the beach, take our complimentary shuttle service to nearby Smathers Beach. Many guests prefer to lounge on our white sand terraces or at one of our three sparkling pools. Whatever your pleasure, Key West and Parrot Key Resort offer a range of exciting activities for seniors.

Mother's Day in Key West, Florida Keys

Let us help plan your vacation for you by calling 855-327-7200 to speak with our onsite vacation planning team.

Helpful links:

Parrot Key Resort- Key West Hotel

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2015 Family Spring Break Vacations in Key West

Key West is an excellent 2015 spring break destination for family vacations in March and April. Guests must be 25 to book a room at our resort, so you can rest easy knowing that our Key West hotel is not popular for college spring breaks. With so many family activities to enjoy across the island this spring break, we’ve highlighted 10 reasons why Parrot Key Resort is the perfect choice for a Key West family vacation. Call 877-746-4701 to speak with an on-site vacation planner.

Last Minute Deal: Stay 3 Nights + Save up to 15%!

Spring Break Key West


10 Reasons to Choose Our Key West Family Resort This Spring Break:

Not only is Parrot Key one of the best Key West family resorts, but we also offer the largest hotel rooms on the island, plus spacious two-bedroom suites and three-bedroom villas that are ideal for families this spring break.

If that’s not enough, kids love bouncing from one of four heated swimming pools and building sand castles on our white sand terraces. You won’t have to go far for breakfast and lunch with casual poolside dining at Cafe Blue, plus plenty of options for the kids. Families and children especially love watching a gorgeous Key West sunset from the popular Sunset Pier at our hotel. We’ve also outlined several money-saving tips that your family will appreciate during spring break.

1. Spacious Family Suites and Villas

Enjoy plenty of wiggle room for the whole family in our spacious family suites which include a master king bedroom, a living room, dry bar, and a double twin room with two ensuite bathrooms. Or try a 3-bedroom villa for added space. The spacious living room features a 42″ flat screen TV, a dry bar area, mini-fridge, coffee maker and toaster. Both the master king and twin bedrooms feature en-suite bathrooms, their own 27″ flat screen TVs and Wi-Fi access property wide. View Our Suites and Villas

Spring Break Key West


2. Four Sparkling Pools

Choose from four sparkling pools with plenty of options for the kids during the spring break holidays. You will be nestled in a tropical garden oasis and surrounded by fun art objects that the children will love. At arm’s reach is our poolside Cafe Blue for breakfast, lunch and island drinks for mom and dad. View all four pools

Spring Break Key West


3. Waterfront Views and Sunset Pier

Enjoy a family sunset from your waterfront balcony or watch the sun go down from our sunset pier while the kids play on our white sand terraces. View our waterfront accommodations

Spring Break Key West


4. White Sand Terraces

Build a sand castle or just enjoy the sand between your toes with our white sand sunbathing terraces. Mom and dad can enjoy “me time” with waterfront views while the kids play in the sand. And don’t worry–while we offer waterfront views, there is no water access from our sandy terraces to worry about safety. Book a guestroom or villa

Spring Break Key West


5. Exciting Onsite Watersports and Beach Shuttle

Relax and unwind with family fun on a WaveRunner tour around Key West this spring break. Book our watersports activities onsite for easy planning. We also offer complimentary beach shuttle service to nearby Smathers Beach! Money Saver: Enjoy Super Discounts on Key West Activities

Spring Break Key West


6. Casual Outdoor Poolside Dining

Enjoy casual island cuisine for the whole family from light bites, meals, island drinks, and sweet treats. Our poolside Cafe Blue offers everything from a breakfast fit for your little king or queen, to an island lunch that mom and dad won’t forget. View the Cafe Blue Menu

Spring Break Key West


7. Fun and Colorful Art Objects

Discover an array of unique art objects throughout Parrot Key Resort that the kids will love. From colorful garden sculptures and more, the art at Parrot Key captures the vibrant energy of the island and fuses it with the tropical setting of our Key West hotel. View more artwork at Parrot Key Resort

Spring Break Key West


8. Standalone Units With No Hallways

Don’t worry about disrupting the neighbors. Each individual guestroom, suite or villa at Parrot Key Resort has its own entrance with no hallways so your little ones can run free this spring break. The units also offer ample privacy, with an at-home feel for you and your family. View our Key West accommodations

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9. Near Family Attractions, Away From the Noise of Duval Street

Key West is an amazing family destination, but many families prefer to be located away from the nightlife of Duval Street. Parrot Key Resort is located three miles from Old Town, nestled in a safe tropical oasis that your family will love. View nearby family activities

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10. Budget Room Options for Families

If your budget is tight this spring break and you’re looking for a little less room than our family suites and villas, you can also try a garden view double queen guest room. The garden view room is less expensive and still offers you the largest hotel room in Key West, with two queen beds, a garden porch and an en-suite bathroom with walk-in shower. Watch the world go by from your private garden view porch. Money Saver: View the garden double queen guestroom

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Call 877-746-4701 to speak with an on-site vacation planner.

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Celebrate a long weekend of romance and President’s Day in Key West

It may be the shortest month of the year, but February welcomes one of the best long weekends in the American calendar and basks in average highs of 75 degrees. With Valentine’s Day at the heart of the month, swiftly followed by President’s Day which marks the birthday of America’s first president George Washington on February 16th, a trip to Key West in February not only guarantees a welcome burst of winter sunshine, but a perfect reason to treat your loved one to a romantic retreat in subtropical paradise.

Romance Vacation Key West

Loved up in luxury

Parrot Key Resort is rated in the top three most romantic hotels in Key West according to TripAdvisor. Whether you’re planning to whisk yourselves away for a mini break over the long weekend, or looking for an extended vacation to warm up from the winter winds back home, you’ll find endless ways to enjoy romance at Parrot Key.

There are intimate guestrooms with tropical garden views or spacious suites overlooking the calm ocean, all set up to offer simple luxury with stunning surroundings. The lush gardens and towering palms encasing the resort, create an ideal backdrop for a romantic walk, and also add privacy around the four sparkling pools where you can enjoy your favorite cocktails at Café Blue before taking a romantic stroll to watch the sun set over the Florida Keys.

Romance Vacation Key West

Cosy days in Key West

The cultural melting pot of Key West will eventually beckon you away from your resort to explore the artistic beauty of this Southernmost island with its cute cafés, historic hideaways and pretty streets. On February 13 and 14, you and your loved one can take a look inside some of Key West’s finest homes during the Annual Key West House and Garden Tour. With a rich diversity of buildings including cigar-makers’ cottages and Victorian mansions, Key West’s architecture is as unique as the island itself. Tickets cost $30 per person, including a map, and the tour starts at 10am until 4pm. For further information and ticketing, visit www.oirf.org 

Romantic fun

For the young at heart, couples looking for fun-filled romance can take their pick from a whole host of attractions including the Key West Aquarium, Conch Tour Train, Ship Wreck Museum and the Mel Fisher Maritime Museum. Off land and into the deep blue, snorkeling around the crystal-clear ocean or dipping further deeper with a scuba dive opens up a magical underwater world of tropical fish and brightly colored coral.

Romance Vacation Key West

Sunsets in style

A setting sun is one of the most spectacular symbols of a romantic evening, and many couples choose to enjoy Florida’s finest natural beauty from Mallory Square where a sunset celebration is held every day. With a vibrant festival feel, the celebration hosts visitors from all over the world who come to enjoy the magicians, jugglers, clowns, psychics, local musicians, artists, and food vendors that combine to create an unforgettable experience. The party atmosphere will be heightened even more as locals and visitors celebrate President’s Day.

You can find more ways to spend the most romantic break in Key West here.

Romance Vacation Key West

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Key West 2015 Annual Events: Things to do in the Florida Keys

Every month throughout the year brings something new and exciting to your Key West vacation. Whether it’s Presidents’ Day in February, Spring Break in March/April, the Key West Songwriter’s Festival in May, or Fantasy Fest at the end of October, there is never a dull moment to visit the Florida Keys. Every month also offers warm, tropical air and glorious sunshine, making you feel spoiled for choice when trying to decide which time of year to visit. To help you plan your year ahead, here are the highlights of each month:

Parrot Key Resort- Key West Hotel

January

When the rest of the country is shivering in sub-zero winds, the Florida Keys are bathed in beautiful sunshine with average highs of 75 degrees. There is a fantastic range of events to keep you entertained throughout the month too, including the Key West Literary Seminar, the Annual Historic House Tours, the Florida Keys Seafood Festival, Quantum Key West Race Week (18 – 23), the Key West Craft Show (24 – 25) and the Key West Food and Wine Festival (January 28 – February 1). Americans will also be celebrating Martin Luther King Junior Holiday on January 19. For extra tips on booking your vacation in January at Parrot Key Resort, read more here.

February

Not just a favorite month for romance, February also marks an ideal time of year to visit Key West thanks to the long weekend that Presidents’ Day brings during the middle of the month and a number of popular events throughout the island. There are the Civil War Heritage Days (February 6 – 8) with colorful reenactments and tours of Key West’s historic Fort Zachary Taylor, and Key West House and Garden Tours over the Valentine’s Day weekend (13 – 14). Towards the end of the month, Old Island Days Art Festival (21 – 22) brings over 100 fine artists to Key West, all displaying their inspirational work for visitors to peruse around the island. For extra tips on booking your vacation in February at Parrot Key Resort, read more here.

Romance Vacation Key West

March

Welcome to the month of Spring Break, a perfect time for families to escape to paradise in search of top quality attractions, ocean-side fun and delicious Keys-style dining, which is why Parrot Key has designed its Family Escape Package. Make sure to book early before our spacious 3-bedroom villas sell out! On March 17, many guests join in with St Patrick’s Day celebrations, creating a lively atmosphere in down town Key West. For extra tips on booking your vacation in March at Parrot Key Resort, read more here.

April

With Easter at the beginning of April and the Conch Republic Independence Celebrations dominating the island from the middle of the month, April is an exciting time of year to visit Key West, particularly for families still enjoying time out during Spring Break. The Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that has made the Florida Keys world-famous. For extra tips on booking your vacation in April at Parrot Key Resort, read more here.

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May

It’s Mother’s Day on May 10th, so families can enjoy whisking mom away for some much-needed pamper time and relaxation. The month also plays host to Memorial Day on May 25th, the Key West Songwriters Festival (6 – 10) and the Keys 100 UltraMarathon (16 – 17). For those seeking a little extra peace and quiet before the busy summer season kicks off, May is an ideal month for visiting Key West! For extra tips on booking your vacation in May at Parrot Key Resort, learn more here.

June

Summer officially starts in June when many schools in America close for the season and families seek out the ultimate fun in the Sunshine State’s southernmost island. The month is a little calmer than July and August when the majority of summer crowds flock to Key West, so if you’re looking for a more laid-back summer escape, book early for a June vacation. For extra tips on booking your vacation in June at Parrot Key Resort, read more here.

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July

July is one of the most popular times of the year to visit Key West with family fun and a month-long schedule of events that really celebrate the history, culture and flavors of the island. Independence Day kick starts the month on July 4th, alongside the Key Lime Pie Festival (3 – 5), followed by Mel Fisher Days (9 – 12) which marks the anniversary of Mel Fisher’s discovery of the shipwrecked 1622 Spanish galleon Nuestra Señora de Atocha. Ernest Hemingway, another Key West legend, is also celebrated in July during Hemingway Days (21 – 26) which marks the famous author’s birthday. The Key West Marlin Tournament takes place from July 22 – 25, and Mini Lobster Season takes off in the Florida Keys, making July a favorite month in the year for visitors wanting to sample the freshest catch. If you’re looking for savings during your July vacation, choose dates after Independence Day which is a peak travel time for visitors. For extra tips on booking your vacation in July at Parrot Key Resort, read more here.

August

Lobster Season continues throughout August, as do the clear blue skies and tropical heat that is consistent throughout the year in Key West. With many families booking time off for an early August vacation, the month is also popular among couples and seniors later in August, making our spacious suites, villas and guestrooms ideal for all party sizes. For trips to Smathers Beach, try our complimentary shuttle service from the resort which includes beach towels and chairs. If you’re a fan of mystery fiction, the Mystery Writers’ Key West Fest from July 14 to 16 will be right up your alley with opportunities to pitch your plot ideas to editors and e-book publishers. For extra tips on booking your vacation in August at Parrot Key Resort, read more here.

Key West Summer Vacation

September

After the busy summer season, September lends a quieter and calmer atmosphere to your Key West visit which is why couples find it the ideal month for a romantic retreat when the weather is still beautifully warm. One event not to miss is the popular Annual Key West Brewfest (3 – 7) which takes place on the island, enticing visitors with over 150 beers and micro-brews on tap. It is also Labor Day on September 7th, making the first weekend of the month popular for visitors wanting to make the most of the extended weekend break. For extra tips on booking your vacation in September at Parrot Key Resort, read more here.

October

Key West continues to enjoy long moments of calm in October following the departure of the summer crowds, but there is also an opportunity to enjoy an upbeat party during the world-famous Fantasy Fest from October 23 through 31. This flamboyant festival of outrageous costume and masks comes with parades, parties, island bands and street fairs, making it one of the most colorful and daring festivals in the Florida Keys. If you’re looking for a calmer vacation during the month, Columbus Day on October 12th is a great opportunity to enjoy a peaceful long weekend. For extra tips on booking your vacation in October at Parrot Key Resort, read more here.

Fantasy Fest Key West

Image by Florida Keys News Bureau

November

While the rest of the northern hemisphere is gearing up for a long, cold winter, the Florida Keys continues to bask in day-long sunshine which is why it is a much-loved destination for enjoying the long weekend breaks to celebrate Veteran’s Day on November 11th and Thanksgiving Day on November 26th. The island also hosts the Key West Film Festival (11 – 15) and the Key West World Championship Powerboat Races (8 – 15) when high-speed offshore powerboats race around the harbor. For extra tips on booking your vacation in November at Parrot Key Resort, read more here.

December

If you’re after a fantastic festive deal, book your vacation to Key West in early December before the holiday crowds arrive later in the month. The island truly embraces the festive spirit with beautiful lighted boat parades and holiday events, adding a tropical twist to the spirit of Christmas. Later in the month is when the island sees the most visitors, particularly between Christmas and New Year so it’s important to book your December vacation in advance. Families will love our 3-bedroom villas or 2-bedroom suites for the space and privacy needed for a group gathering. For extra tips on booking your vacation in December at Parrot Key Resort, read more here.

Key West Summer Vacation

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