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A year of entertainment – welcome to Key West in 2017!

2017 looks set to be yet another upbeat year in Key West with an enticing line-up of events, from food and wine festivals to high-speed powerboat racing.

Most weekends will be packed with festivals and celebrations that underpin the diverse and colorful culture of the Keys, with its rich history, artistic flair, fresh cuisine and quirky ambience. Visitors will be spoiled for choice with entertainment on offer for all ages, whether its outdoor adventure you’re looking for or live music to dance along to. Here are the highlights of events not to be missed in Key West throughout 2017:

A foodie’s paradise

With an abundance of fish and seafood surrounding the Keys coupled with a host of talented chefs in the area, foodies will be in their element at food-focused events including the Annual Florida Keys Seafood Festival (Jan. 14 – 15) and the Key West Food & Wine Festival (Jan. 25 – 29).  In summer, the island’s signature dessert is celebrated during the Key Lime Pie Festival (July 1 – 4) which brings in pie-eating and cooking contests, Key Lime rum sampling, and a Key Lime martini ‘Sip and Stroll’ event.

 

Florida Keys Road Trip

At the end of summer, the Annual Key West Brewfest (Aug. 31 – Sept. 4) will quench your thirst with over 150 beers and micro-beers on tap.

Something for art and literature lovers

Join one of the smartest and most high-spirited literary gatherings at the Key West Literary Seminar (Jan. 12 – 15) which welcomes readers and writers to explore a unique literary theme each year. Following the seminar, the Writers’ Workshop Program takes place from Jan. 16 – 20.

In February, Key West’s historic Old Town is transformed into an open-air gallery with creative offerings from around 100 artists on display at the Old Island Days Art Festival (Feb. 25 – 26).

One of the island’s most celebrated literary legends, Ernest Hemingway, has a festival dedicated to his life in July (18 – 23) when Hemingway Days takes place across Key West with literary readings, competitions, a fishing tournament and even a look-alike contest to entertain visitors. Later in the year, sit back and enjoy the Annual Key West Film Festival (November 15 – 19) which features screenings and special events hosted at landmark venues throughout Key West.

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Adventure seekers

Watch a world-class competition featuring elite racing yacht crews from around the world during the 30th anniversary Quantum Key West Race Week  (Jan. 15 – 20). If paddleboarding is more your style, head to the Key West Paddleboard Classic (April 27 – 30) and take part in challenges including a 4-mile open race.

The Key West World Championships Powerboat Races is an unmissable event in November (5 – 12) which sees fierce competition between leading American and international racing teams. Ticket options include an all-inclusive VIP spectator package for the Truman Waterfront grandstands.

Key West Paddle Boarding

Take a tour

Key West is home to a range of beautiful homes and gardens, many of which open their doors throughout the year to invite visitors around for a tour. Go behind the scenes of magnificent Victorian mansions and 19th-century cottages during the Annual Key West House & Garden Tours (Jan. 13 – 14, Feb. 17 – 18, March 17 – 18).

Get ready to dance!

Music has an important place in Key West with many bars and theaters staging live music and upbeat shows. One not to be missed in 2017 is Conch Republic (The Musical) which takes to the stage at the Key West Fringe Theater from April 20 – 23. The Key West Songwriters’ Festival is another firm favorite on the calendar, this year taking place from May 10 – 14 with live music performances across the island.

Key West Songwriters' Festival

Dress up and party

Join the 10-day Conch Republic Independence Celebration from April 21 – 30 with events ranging from a quirky bed race to a light-hearted sea battle. Then there’s Key West Pride to look forward to in June (7 – 11) when the whole island throws a five-day celebration featuring daytime beach and pool parties, a street fair, pageants and water-based activities including kayaking and boat tours.

In September, REvolution LGBT Art, Food, Wine and Cultural Festival (7 – 11) will bring together local vendors, artists, entertainment, contests and plenty of excellent wine and food to celebrate the LGBT community.

Later in October, the island will embrace its biggest and most outrageous party of the year – Fantasy Fest (20 – 29) – which welcomes visitors from all over the world to dress up lavishly and take part in flamboyant masquerade competitions. The 2017 theme is Time Travel Unravels.

Fantasy Fest

For further information on events taking place in Key West during 2017, visit our Calendar page.

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Three-bedroom Key West villas offer sun, sea, serenity… and space.

Three reasons to visit Key West in 2016, include three amazing bedrooms, spread over three floors with plenty of space for your entire party. Sprawl out in style with room for eight family members or friends in our three-bedroom Key West villas. Enjoy sun, sea, serenity… and space; along with some exciting villa offers as well!

Key West Three Bedroom Villa

Waterfront villa ground floor porch

Traveling with family or a group of friends means a Key West vacation packed with plenty of fun surrounded by your favorite people. It can also mean the need for a little extra space to avoid feeling too cramped and ensure that everyone has some much-needed privacy. Even the closest of friends and happiest of families can end up feeling under each other’s feet in the wrong type of accommodation, so it’s important to select where you spend those precious vacation days, carefully.

Key West Three Bedroom Villa

Waterfront villa sandy terrace

At Parrot Key Resort, we have created spacious three-bedroom villas with families and groups of friends in mind. You can all enjoy each other’s company in the exclusivity of your own three-bedroom villa overlooking the sparkling Gulf waters or our tropical gardens, without compromising space. Each villa is unique with a combination of different bed types, so everyone can sleep up to eight people comfortably based on the needs of your party.

Key West Three Bedroom Villa

Waterfront villa second floor en suite king bedroom

If it’s a waterfront Gulf view that you prefer, choose a three-bedroom villa offering space, privacy and luxury including pristine white sand terraces. Every bedroom has an en suite bathroom, so there will be no family fights to get to the bathroom first each morning in Key West!

Key West Three Bedroom Villa

Waterfront villa third floor en suite bedroom

The villa includes different bed type combinations over three floors so that you can decide how best to keep your friends or family well-rested each night in Key West.

Key West Three Bedroom Villa

Waterfront villa ground floor en suite bedroom

Each room has is own flat screen TV 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 has enough leg room to sit back and watch the latest entertainment on a 42″ flat screen TV.

Key West Three Bedroom Villa

Villa second floor living room

From the blue views of our waterfront Key West villas to the serene green of our tropical garden views, you will be surrounded by paradise in whichever view you choose. The porch entrance to each of our three-bedroom garden view villas is surrounded by towering palm trees and lush tropical foliage, helping you to feel a million miles away from the urban sprawl you left behind.

Three Bedroom Key West Villa

Garden views from second floor balcony

Our garden views offer the same level of luxury, comfort and space as our waterfront villas, the only difference welcoming you are the garden tree top balconies. You and your family or friends can truly feel on top of the world. Call 855-327-7200 to learn more about our three-bedroom villas. View our family package which includes exciting offers in our three-bedroom villas.

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Villa entrance with two separate doors (ground floor to the left and second and third floors to the right)

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2017 Key West Summer Vacation: 10 Tips to Keep Your “Cool”

Summer will be here before you know it and the glorious Key West sunshine will keep you longing for Pina Coladas and a cool dip in one of our four sparkling pools. Welcome to Key West! This beautiful island is soaked in sunshine and the surrounding ocean is waiting to lure you in and cool you down. At the peak of summer, the average high is 89° F (32° C). Luckily Key West doesn’t have any super-highways or urban sprawl to radiate the sun’s heat. Not only that, but our islands are surrounded by cooling ocean waters. View our top tips for family vacations, and also see why families love Parrot Key Resort.

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Sunset-loving Floridians from the mainland flock to the Keys on steamy weekends because the air is usually a few degrees cooler here. The water temperature might be in the mid-80s (30° C) but the sea is nevertheless refreshing for swimming, snorkeling or diving. Parrot Key Resort will also help you keep your “cool” with lush shaded gardens or you can try an array of water based activities with special discounts, just for being our guest!

Key West Summer Vacation Family

With summer around the corner, you’ll be seeking ways to stay refreshed in the heat during your summer vacation so to give you a helping hand, Parrot Key Resort has selected the best ways to keep cool in Key West, whether you’re after fun, relaxation, an exhilarating experience, or all three put together!

Key West Summer Vacation Family

Breezy days on the water

With a huge variety of water-based activities available in Key West, there is every opportunity to cool down while having fun with the whole family. Try a majestic sunset cruise on warm summer nights to enjoy the gentle Gulf breeze and a glowing Florida Keys sunset.

Key West Summer Vacation Family

Next, you can explore the island from the ocean with a local guide on a refreshing 25-mile WaveRunner tour. You’ll head around the Southernmost Point in the USA, taking in the submarine pits, stopping at a sand bar and having a chance to free-style on the one and a half hour tour.

Key West Summer Vacation Family

Feel the welcoming tropical ocean breeze cool you down as you gently cruise through the water on a paddleboard or kayak. You can take your time to soak up the stunning scenery around you, stopping off at beaches along the way for a swim, leisurely lunch, or just park and keep cool in the shade.

Key West Summer Vacation Family

The ultimate cool down involves the wind whipping all around you as you glide over the majestic waters of Key West! Experience the thrill of peacefully floating high above Key West with a unique parasailing adventure.

swpk beach club and parasail

Would you like to try it all? We recommend the Do It All Key West Watersports Adventure which lets you do just that. Discover an action-packed day of kayaking, windsurfing, banana boat rides, knee boarding behind ski boats, snorkelling, cruising on WaveRunners and water skis, and gliding into the water on a giant slide – you’re certain to feel refreshed afterwards and a cool cocktail will go down nicely at sunset too!

Key West Summer Vacation Family

Into the cool, deep blue

For the ultimate cool down, book a Key West snorkel trip and submerge yourself into an underwater paradise. You’ll head out on a power catamaran boat and be whisked away to the Key West coral reef to discover a spectacular biological wonder, filled with a colorful array of wildlife including tropical fish, coral, reef sharks, turtles, and dolphins. Snorkel trips include friendly crew, safety equipment and a selection of refreshing drinks.

Key West Summer Vacation Family

Take a refreshing dip at Parrot Key

As you take a walk through the beautifully landscaped (and shaded) gardens at Parrot Key Resort, you will soon discover four sparkling pools hidden among a lush, tropical oasis. Each pool offers the ultimate in relaxation and privacy, allowing you to just focus on cooling down and taking it easy in the refreshing water while the serenity-scented air revives your senses.

Key West Summer Vacation Family

Ice cold poolside cocktails

Sipping away at your favorite cocktail in the sunshine defines that moment of relaxation you only ever get during summer vacation. At Cafe Blue, you can get a taste of our drink menu bursting with flavor, from tropical fruit smoothies to our legendary cocktails, all tempting you to take time out and cool down poolside. Cocktails are served from 11am to sunset. 

Key West Summer Vacation Family

Beachside bliss

Dip in and out of the ocean at Smathers Beach, enjoying 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. There are plenty of watersports to choose from, or you can just cool down in the shade. 

Key West Summer Vacation Family

Contact us at 877-746-4701 to book your Key West summer vacation today!

 

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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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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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Mother’s Day 2017 in the Florida Keys

Tips to Pamper Mom in Key West

Parrot Key Resort is celebrating mom throughout May in Key West. Every mom deserves a much-needed break, and if she’s lucky enough to be spending Mother’s Day Weekend (May 14th) at Parrot Key Resort, she is sure to be pampered and indulged in style. View our top tips below, to make Mother’s Day 2017 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 14th. For a memorable Mother’s Day vacation to the Florida Keys, read our guide on the best things to do together in Key West:

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” on her Mother’s Day getaway, 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 2017, 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 during your Mother’s Day 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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Add a tropical Key West twist to your Thanksgiving Day 2016 celebrations

Thanksgiving Day (November 24) is one of the biggest highlights of the year, and the most important way to spend the day is celebrating in style with family and friends. While the rest of the country will be wrapping up against the winter chills, Key West will be soaked in sunshine creating an idyllic backdrop for a Thanksgiving Day to remember.

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Imagine waking up in a sub-tropical haven with average highs of 80°F before stepping out onto your private balcony to admire the views of the Gulf of Mexico. This is no ordinary Thanksgiving Day – it’s a celebration Key West-style that will send you on a journey through paradise as you sip iced Margaritas and lounge back under the golden rays of the Florida Keys sunshine.

Key West Summer Vacation

Tropical paradise

With four sparkling pools, each nestled among a tropical garden oasis offering peace, privacy and paradise, our Key West hideaway at Parrot Key Resort offers stunning scenery. During your Thanksgiving Day celebrations, relax with your loved ones around the pool or spend a more action-packed vacation indulging in the wide variety of water sports, including paddle boarding, kayaking, waverunner tours and parasailing. Our complimentary shuttle service will take you straight to Smathers Beach for water-based adventure and oceanside relaxation, or to Duval Street for even more fun.

Simple luxury

Whether you’re planning a Thanksgiving Day trip with a group of family members or friends, you can choose to sprawl out in our spacious three-bedroom villas, each overlooking the natural beauty of either our lush tropical gardens or the calm ocean.  With different bed type combinations to suit the needs of your group, each room has its own flat screen TV and DVD player for when you need time out to switch off and recharge. And then there’s the Thanksgiving Day sunset – head out onto your private balcony for one of the most spectacular sunsets in the world.

Key West Hotel Sale

 Thanksgiving feast

Start the morning off in style with a Thanksgiving breakfast at our poolside Café Blue. With a range of healthy options including tropical fruit plates, granola and wraps, alongside traditional treats like Belgian waffles with maple syrup, you will feel energized until lunchtime. For your Thanksgiving Day feast, central Key West has a fantastic range of highly rated restaurants offering traditional lunches with a tropical Florida Keys’ twist, though making a reservation in advance is essential during the holiday. A popular choice for dining out and indulging in the best Thanksgiving cuisine is Rooftop Café (308 Front Street, Key West, FL, 33040 (305) 294 – 2042.

For more inspiration on dining out in Key West, visit here.

Dial 888-211-0348 to book Thanksgiving accommodations or book online

Christmas in Key West

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Fall into Key West relaxation this October through November

It’s easy to see why so many visitors “fall” in love with the Florida Keys between September and early December. The summer crowds have disappeared and the festive season is still far enough on the horizon to enjoy a sense of calm on the islands. That’s not to say there is a shortage of events to enjoy during fall – quite the opposite. The season is perfect for dipping in and out of a variety of festivals and celebrating some of the best national events, all brought together under the warmth of a dazzling sunshine. Here are just some of the reasons to book your well-earned break in Key West during fall:

Christmas in Key West

 Calm and laid-back

September through October, before Fantasy Fest (17 – 26 October), followed by November to December are favorite times for couples and seniors to visit Key West. The island’s uncrowded beaches beckon loved ones to enjoy romantic strolls, leisurely snorkeling, reading in the shade and sprawling out in ample space. Parrot Key guests can enjoy the luxury of a complimentary shuttle service from the resort direct to Smathers Beach with towels and beach chairs included. Enjoying the island’s quieter side in fall also means being able to experience the variety of attractions without them feeling too packed. Snuggle up on a Conch Tour Train, celebrate sunset on Mallory Square, or sip a mojito at Sloppy Joe’s - Ernest Hemingway’s favorite hang-out.

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Privacy in paradise

Cosy guestrooms set among lush, tropical gardens create an idyllic setting for a romantic break this fall. With a choice of ocean views or overlooking the beautifully landscaped gardens, each room is spacious, kitted out with simple luxuries and just a short stroll away from one of our four refreshing swimming pools. Of course, splashing out is what a vacation calls for, so if upgrading to even more space is what you’re after then try indulging in a one of our one or two-bedroom suites with a separate living room and stunning views.

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Entertaining events

Fall is well-known for its program of entertainment, from the beer-lovers’ Brewfest to the flamboyant Fantasy Fest. Here’s the low-down on the season’s best events:

Island-style food is celebrated in October during the Goombay Festival (23 – 24), which is held in Key West’s Bahama village. Alongside Keys’ cuisine at its best, the festival also showcases a beautiful range of Caribbean-inspired arts and crafts against a backdrop of nonstop music and dancing in the streets.

October 23 also heralds the start of Key West’s most talked about events of the year - Fantasy Fest. Featuring outrageous costumes and masks, this 20-day celebration of flamboyancy features parades, competitions, street fairs and live music. During the festival, Key West is at its most busy for the fall season, so if you’re looking for a more laid-back trip of serenity then it’s best to book either side of Fantasy Fest.

November is the month of national festivities with Veterans Day (11) and Thanksgiving (26) marking every opportunity for a long weekend break in the tropical sunshine. Our three-bedroom villas offer perfect space for families and groups of friends traveling together to celebrate Thanksgiving, and our poolside Cafe Blue is a favorite spot for guests to toast the occasion with a cool island cocktail.

Key West Hotel Sale

 Special Offers

Make the most of your vacation in fall by enjoying one of our special offers such as the Key West Senior Discount or the Parrot Key Romance Package which features our spacious suites, free poolside breakfast, a complimentary bottle of wine and delicious chocolate-covered strawberries.

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‘WineDine KeyWest’ Restaurant Month to Launch Sept. 16

Cuisine connoisseurs can enjoy multicourse prix fixe meals at as many as 30 Key West restaurants during WineDine KeyWest, set for Sept. 16 through Oct. 16 and billed as the island’s first restaurant month.

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The culinary celebration was “cooked up” by the team behind the popular annual Key West Food & Wine Festival to promote fine dining and showcase the flavors of Key West.

“Key West has some world-class restaurants,” said event co-creator Mark Certonio. “Our mission is to position the island as a dining destination and foodie paradise, and put a spotlight on all that it has to offer.”

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During WineDine KeyWest, Certonio said 30 participating restaurants are to offer three-course meals priced at approximately $20 per person for lunch and $35 per person for dinner.

Restaurants include casual waterfront spots, trendy bistros, eateries specializing in fresh Florida Keys seafood and award-winning gourmet emporiums. Diners can register free at www.winedinekeywest.com to take part in the month-long moveable feast.

The website details the featured restaurants and their menus, as well as other local businesses from spas to lodging properties and boutiques with enticing offers for event participants. An additional website section introduces diners to the Florida Keys chefs behind the selected restaurants’ fare.

Event information: www.winedinekeywest.com

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