Category Archives: Parrot Key Key West

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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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.

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Find Relaxation in the Florida Keys this February

Take yourself away from the usual frost in February and warm your heart in Florida’s southernmost subtropical paradise with a last-minute winter escape. Save up to 25% in February >

It may be the shortest month of the year, but February can feel like a drag when you’re wishing for warmer days and a blast of sunshine. In Key West, it rarely rains in February and the average temperatures tend to top a welcoming 75°F – not too hot, yet warm enough to take a relaxing ocean dip or enjoy our new WaveRunner Package! It’s also the most romantic month of the year at one of the most romantic hotels in Key West, so where better to spend it with your loved one than right here surrounded by life’s simple luxuries.

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Here are our top reasons for visiting Key West in February.

A Romantic Key West Retreat

Tucked away in a serene waterfront oasis, Parrot Key Resort is rated as one of the top romantic hotels in Key West. Set against an idyllic backdrop of tropical gardens, white-sand terraces and four private pools, Parrot Key offers spacious rooms and suites with balconies, a romantic sunset pier and waterfront views, all within easy reach of the electric happenings in Old Town Key West.

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Peace and Privacy

After the busy Christmas and New Year period, February is a perfectly quiet month in the Florida Keys before it starts to become busier with families flocking south for the start of spring break. A quieter month means more space to sprawl out on Smathers Beach to which Parrot Key provides a free shuttle as part of the resort’s Beach Club service.

Spacious Suites and Stylish Guestrooms

Wake up in style during your last-minute February escape to Key West. Parrot Key has the most spacious hotel rooms and suites on the island, with a choice of romantic water views or the spectacular scenery of towering palm trees to guarantee you a refreshing start to the day.

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Save up to 25% in February

You can enjoy up to 25% off with our Parrot Key Winter Sale during February on select dates, or save up to 20% when staying five nights or more. Speak to our reservations team at 855-318-2766 or book online to make the most of our special savings in February.

Endless Adventure

Beyond the haven of Parrot Key, there is a buzz of activity throughout Key West waiting to be discovered by adventure-seekers, food-fans and culture-lovers. If you’re whisking your loved one away for a romantic break, the best activities for couples include dolphin watching in the wild, a sunset dinner cruise, and taking a stroll through our palm-lined tropical gardens.

Thaksgiving in Key West

Eclectic Events

February is not just about rest, relaxation and romance; the month is also filled with exciting events in Key West, including Cuda Bowl (Feb. 2 – 4) which is an angler’s equivalent to Super Bowl! The month also plays host to the Annual Key West House & Garden Tour (Feb. 17 – 18) which invites visitors to explore behind the scenes of the island’s architectural delights. Art lovers will be in their element during Feb. 25 – 26 when Old Island Days Art Festival takes place.

A Long Weekend in Paradise

Make the most of your Presidents’ Day (Feb. 20) holiday with a long weekend break in guaranteed sunshine. Leave the office behind and feel a million miles away from it all as you step into our tropical haven for a weekend break this February.

Call 855-318-2766 to speak with one of our on-site vacation planners and secure an unbeatable vacation this February in the Florida Keys.

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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.

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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.

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 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.

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 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.

Key West Hotel Sale

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

Christmas in Key West

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Why we love November in the Florida Keys

There’s a month in the year that we particularly love here in the Florida Keys. Many visitors who choose this month as their favorite for a Key West vacation like to keep it a secret, but we are going to throw the spotlight on what makes this particular month so special. It’s November! Here are our top ten reasons to book a last minute getaway to Key West this November:

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Peace at last

Summer has ended, the popular Halloween and Fantasy Fest parties have past, and the busy Christmas season has yet to begin – could there be a more laid-back and tranquil time to visit Key West? November is an ideal month in which to switch off, rest up and recharge away from the busy crowds.

Balmy breezes

Autumn weather steps up a gear in November when you’re back home, making way for colder, shorter, darker days. Not here in Key West. The balmy air is a beautifully warm 80 degrees at this time of year, so you can bask on Key West’s white-sand beaches and enjoy a spot of sightseeing in the historic Old Town without feeling uncomfortably hot.

Thaksgiving in Key West

Get cozy in the romantic month of Love-ember

Did you know that Parrot Key Resort is rated as one of the top romantic hotels in Key West, according to TripAdvisor? We have created the charming combination of spacious accommodations and stunning scenery paired with secluded pools, each nestled among lush tropical gardens fringed with towering palms. Without the crowds of families on vacation, couples love November in Key West for a romantic retreat.

Spacious rooms with stunning views

Not only is Parrot Key one of the most romantic hotels in Key West, the luxury resort is also home to the most spacious rooms and suites on the island. You can wake up to your romantic November vacation in tropical style with a choice of waterfront views or the spectacular scenery of towering palm trees.

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Pick up the perfect package

November is one of the best months of the year for securing a deal, helping you to save more and get the most out of your vacation. Special offers include our Tropical Weekday Retreat package which will save you up to 20% on weekdays when you stay Sunday through to Thursday. For more unbeatable deals, visit here.

 A Key West Adventure

During the quieter month of November, you can truly indulge in Key West’s vast range of activities without getting caught up in the crowds. When you feel the need to venture beyond the peace of Parrot Key, you will enter an exciting buzz of activity throughout Key West that keeps adventure-seekers, food-fans, sun-worshipers and culture-lovers entertained. Romantic activities for couples include dolphin watching in the wild, a sunset dinner cruise, and taking a leisurely walk from the Gulf of Mexico to the Atlantic Ocean along Duval Street.

Sun, sea and powder-soft sand

Back home, you can only dream about spending lazy November days on a tropical beach. Make it a reality by hanging up your winter boots and letting your toes sink into the white powder-soft sand of our beautiful beaches. There will be plenty of space to sprawl out and enjoy a variety of water sports, and our complimentary shuttle can take you from Parrot Key to nearby Smathers Beach to bathe in the November sunshine.

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Late autumn events

During November, the Key West World Championship Races take place from 6th to 13th, which are the world’s biggest and fastest offshore racing series and one of the most exciting events to watch on the water during the year. It is also the Annual Key West Film Festival from November 16th – 20th which features screenings and special events hosted at landmark venues throughout Key West.

Federal holidays

Thanksgiving Day on November 24 creates the ideal opportunity to bring family and friends together for a long weekend escape in the tropical sunshine. Stay in one of our spacious suites, dine out in Key West, and take it easy as you give thanks in the Florida Keys. It is also Veterans Day on November 11 – another reason to enjoy a long weekend away from the winter chill!

Something special for seniors

We know how much our senior guests love a late autumn break in the Florida Keys, making November an ideal month for making the most of our Key West Senior Discount.

Call 877-648-0280 to speak with one of our on-site vacation planners and secure an unbeatable vacation this November.

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It’s beginning to look a lot like Christmas 2016 in Key West

It’s time to kick off your winter boots and swap the usual smattering of snow, with endless grains of white powder-soft sand. As for the seasonal smell of pine trees, we want to introduce you to a more tropical scent as you take a stroll down palm-lined paths and breathe in the magic of Christmas 2016 in the Florida Keys. It’s like nowhere else! Key West is a popular destination over the holiday season, so booking early is essential to avoid missing out.

Book now and save with our advance purchase offer >

During Christmas in Key West, the island’s palm trees are illuminated with lights, conch cottages are decorated with colorful holiday displays and sail boats are magically lit up on the waterfront. From exciting events and entertaining activities to spacious, luxury accommodations, here are just some of reasons to visit Key West during the Christmas holidays:

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Sleigh bells ring, are you listening? In the sun, sea is glistening…

At Parrot Key Resort, there is plenty of space to sprawl out in style in one of our three-bedroom villas. Surrounded by your loved ones, you can unwrap gifts, play games and unwind together in the exclusivity of your own villa which overlooks stunning views of either the sparkling waters of Florida Bay or the towering palms in our tropical gardens.

Included in your spacious villa is a third floor bedroom with two twin beds, a master bedroom with a king bed, and a ground floor guestroom with a double queen bed, so up to 8 guests can be comfortably accommodated, bringing the whole family or groups of friends together for a festive celebration of a lifetime.

Key West Three Bedroom Villa

It’s the most delicious time of the year

Prepare to be spoiled for choice when deciding where to dine with family and friends for Christmas in Key West, and remember to book your festive feast early. There are delicious menus and holiday specials available at many well-established restaurants across Key West. For inspiration on where to dine, visit here. Our poolside Café Blue at Parrot Key Resort is open throughout the holidays, so sit back and sip away at your favorite frozen cocktails and we’ll energize you with a range of tasty snacks.

Dreaming of a white sand Christmas

During the depths of winter when it’s usually grey and cold in many parts of the world, Key West is a haven of natural beauty with powder-soft white sand beaches offering relaxation and water-based adventure. It is not often you will wake up on Christmas morning to soak up the scenery of tropical gardens or the calm ocean before taking a dip in one of our four heated pools, each nestled in its own lush oasis. This is where you can really switch off from all the preparation that comes with bringing together a family Christmas at home. It’s time to celebrate Christmas 2016 Key West-style in Parrot-dise!

Thaksgiving in Key West

 Key West Holiday Festivities

  • December 3, 2016: Key West City Hometown Holiday Parade. Starting at 7 p.m on Truman Avenue, the parade heads down to Duval Street with a procession of colorful holiday floats.
  • December 10, 2016: Annual Key West Lighted Boat Parade. Vessels of every size and shape deck their hulls and light up the night with their creativity and originality to the delight of locals and visitors alike. Festivities start at 6 p.m. with the Gerald Adams Steel Your Heart Band, and the parade begins at 8 p.m. Live music takes place all evening with yuletide favorites.
  • December 18, 2016: Artisan Market – Shop Local Holiday EditionThe Key West Artisan Market is a vibrant, open-air bazaar filled with artists, authors, chef-made cuisine, craftspeople, performers, fresh produce, baked goods, cheeses and flowers, craft beer & wine from residents representing the diversity of creativity, ingenuity and locally made products of the Keys & Key West. Held the first Sunday of the month, outdoors at the Restaurant Store, 1111 Eaton Street. Free family and pet-friendly event.
  • December 31, 2016: Key West New Year’s Eve  Celebrations include the lowering of the Conch Shell over Sloppy Joe’s on lower Duval Street, the lowering of famous Key West drag queen Sushi (riding a huge high-heeled shoe) over the Bourbon Street Complex on upper Duval Street, and the lowering of the “pirate wench” from the mast of a schooner in the Historic Seaport. Expect everything out of the ordinary during New Year’s Eve celebrations in Key West.

Call 855-327-7200 to speak with an onsite vacation planner or book online now

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5 Romantic Reasons Why Autumn is the Best Time to Visit Key West

As the summer sun dips into the horizon and the autumn months make their arrival, the warm tropical air still surrounding Key West is blended with a sense of calm following the busy family season, making it a desirable destination for couples of all ages.

Early birds can enjoy our advance purchase offer >

Romance Vacation Key West

With kids back at school, the months from mid-September to early December are filled with peace and quiet yet there is still every opportunity to find fun during autumn, particularly with an exciting line-up of events taking place throughout the season. As the majority of the world braces itself for the start of an inevitable cold snap, the sun is still shining its golden rays over the Florida Keys so you can escape the chilly winds and warm up in paradise.

Romance Vacation Key West5 Romantic Reasons Why Autumn is the Best Time to Visit Key West:

1. You Can Space Out With Less Crowds

If you’re traveling with your loved ones or a group of friends, you will enjoy more space to sprawl out on beaches together after the summer crowds have left the island. With the average temperature topping 84 degrees and the ocean remaining beautifully warm, you can take time out to soak up the autumn sun and indulge in watersports without being surrounded by the excitable sounds of families on vacation.

Romance Vacation Key West

2. Celebrate Federal Holidays and Special Events

With summer tucked away and Christmas looming in the distance, there is still plenty to celebrate in autumn. You can enjoy a long peaceful weekend break or week-long vacation during Columbus Day on October 13 or Veteran’s Day on November 11. Thanksgiving Day on November 27 also provides the perfect opportunity to celebrate in style and make the most of the extended weekend break.

Surrounding these key holiday weekends are a  flurry of exciting events in Key West including the Fantasy Fest, the island’s largest event of the year, from October 17 through 26. The festival features outrageous costume competitions, street fairs, a grand parade and themed parties. While the island is peaceful during autumn, this ten-day celebration of flamboyancy will be lively, energetic and full of color.

Other festivals during the autumn months include:

  • The Goombay Festival in Bahama Village from October 17 – 18, featuring island-style food, arts, crafts and dancing, a Headdress Ball on October 21 (all leading up to Fantasy Fest)
  • International Latin Arts Festival November 7 – 10
  • Key West Film Festival November 12 – 16
  • Key West World Championship Races November 2 – 9 which brings together high-speed offshore powerboats, all racing in Key West Harbor and surrounding waters creating an unforgettable sight
Fantasy Fest Key West

Image by Florida Keys News Bureau

3. Fall in Love All Over Again

Key West is perfect for couples looking to indulge in a romantic break and autumn is one of the best seasons in which to enjoy some quiet time together. Parrot Key Resort is rated as one of the top three romantic hotels on the island, according to TripAdvisor, with its spacious accommodations and secluded pools nestled among lush tropical gardens, poolside dining and serene atmosphere. When couples venture beyond the privacy and tranquility of the resort, there is a buzz of activity throughout Key West which beckons adventure-seekers, food-fans, sun-worshipers and culture-lovers.

Key West Three Bedroom Villa

4. Enjoy the Perfect Weather

Although the autumn period is considered Key West’s “shoulder season,” many locals will agree that autumn is the best time to visit Key West with temperatures topping an average of 84 degrees. Combine these warm temperatures with a gentle breeze and Parrot Key Resort is the perfect setting for holding hands on your outdoor balcony or watching a Florida Keys sunset from our sunset pier.

Romance Vacation Key West

5. Catch a Deal

Autumn is the best time to secure an unbeatable deal at Parrot Key Resort, so if you’re after a budget-friendly getaway then you’ll find a variety of discount options from our specials page. If you book directly through Parrot Key, you are guaranteed our best rates so call 888-504-4174 to speak with one of our on-site vacation planners and secure an unbeatable package this autumn.

Key West Summer Vacation Family

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