Category Archives: Parrot Key Key West

Get Set For a Cracking Key West Easter Egg-scape!

When did you last wake up on Easter Day to views of tropical gardens or a perfectly calm ocean? Imagine starting the day with a poolside breakfast before hunting for Easter eggs among the swaying palms. Rather than working hard to bring together your own family feast in the heat of the kitchen, you can retreat to Old Town Key West for a leisurely lunch and explore the fun of the island’s nearby attractions – or just relax on the beach ready to take your pick from a range of water-based adventures. Check out our special offers to make savings on your Easter escape. Call 855-327-7200 to speak with an onsite vacation planner, chat with us or Book Online Now >

Whether you choose a family vacation during the Easter break, or a long weekend away with your loved one, we have all the top tips for places to go and things to do during your escape at Parrot Key Resort.

Sleep Soundly in Serene Surrounds

When we wish you a good night at Parrot Key, we know that you will have exactly that. With some of the largest guestrooms and suites on the island, every guest room at Parrot Key Resort offers views of either the cool blue water or our refreshing green tropical gardens. There are king-bed or double queen-bed options, with private porches looking out on your chosen view.

For extra wriggle room to indulge the whole family, our spacious three-bedroom villas feature a master king room, double queen room and single queen room, living room, dry bar area, private porch and balconies. Look out on the calm waters of the Gulf, or take yourself to the heights of the treetops with a garden view.

Easter Events

Every Easter celebration should involve an egg hunt! At the Key West Tropical Forest & Botanical Garden, the Migration Mania & Great Egg Hunt takes place on Saturday, April 8th from 10am through 2pm. This family-friendly event will feature live birds, live bees, a bounce house, educational activities, crafts, and of course the all-important chocolate egg hunt.

On Easter Saturday (April 15th), boost your fitness ahead of your chocolate-eating Sunday with the Earth Day 5k Run/Walk which starts at 8am from the McCoy Indigenous Park (Atlantic Boulevard). There will be earth-friendly recyclable awards given to the top overall male and female, top masters male and female, and first and second-place runners in each age group.

Watch the spectacular setting sun over Key West over the Easter weekend at the daily Sunset Celebration on Mallory Square. Two hours before sunset, locals and visitors all gather on the square for an unforgettable cultural experience that combines magicians, jugglers, local musicians, artists and food vendors. As the sun sinks into the horizon of the Gulf of Mexico, the glowing pink and orange colors will leave a lasting memory of your Easter escape in the Florida Keys.

Photo by Sabrina Liguori.

Water Water Everywhere…And For Everyone!

There is an activity to excite every age group in the waters surrounding Key West, whether it’s spotting Bottlenose Dolphins, discovering an undersea safari on a snorkeling trip, paddle boarding through the calm ocean, making a splash on a jet ski or touring the island on a WaveRunner. With so many packages available, families can take advantage of Parrot Key Resort discounts on a huge number of Key West water activities.

During your Easter escape, save $75 on a 25-mile WaveRunner tour around Key West which accommodates two people per WaveRunner, making it ideal for families to enjoy together. What’s more, it sets off right from our dock so you don’t need to travel far to find adventure in the water. You can also set off from the Parrot Key dock on your own kayak and paddleboard, which can be rented from our water-sports booth.

Not Just One Perfect Pool – But Four

We know how important it is to spend vacation time together poolside, which is why we have created not just one perfect pool to lounge around, but four! Each of our four sparkling pools is nestled in a tropical garden oasis and surrounded by an array of unusual, fun art sculptures that you will love. Throughout the day, we can keep you topped up with delicious snacks and island drinks from our poolside Café Blue which also serves breakfast and lunch. View the Cafe Blue Menu

Find Fun at Nearby Key West Attractions

Parrot Key is perfectly positioned to strike the balance between family relaxation and discovering popular Key West attractions. Tucked away in its own safe tropical oasis, the resort is located just three miles from Old Town making it easy to reach a range of family attractions. Popular days out include the unforgettable Conch Tour Train, Key West Aquarium, and the Key West Butterfly & Nature ConservatoryView nearby Key West family attractions

Call 855-327-7200 to speak with an onsite vacation planner, chat with us or Book Online Now >

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Book the perfect 2017 spring break vacation in Key West

Give your whole family an escape to look forward to in the Florida Keys this spring break, where a sunshine-drenched paradise becomes their daily playground.

Key West is an ideal destination for a family vacation, with a subtropical climate to warm you up after a long winter. At Parrot Key Resort, guests must be 25-years-old to make a reservation, so families can relax in the knowledge that students on their college spring break will be heading elsewhere.

Book now and save more >

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.

10 Reasons to Choose Our Key West Family Resort This Spring Break 2017:


1. Sprawl Out in the Largest Rooms in Key West

One of the reasons why Parrot Key is rated among the best Key West family resorts, is because we offer the largest hotel rooms on the island. The resort also features spacious two-bedroom suites and three-bedroom villas that are ideal for families this spring break.

Our spacious family suites include a master king bedroom, a living room, dry bar, and a double twin room with two en-suite bathrooms. Or try a 3-bedroom villa for extra wriggle room featuring a 42″ flat screen TV, a dry bar area, mini-fridge, coffee maker and toaster. View Our Suites and Villas

2. Four Pools For Family Fun

You and the kids will feel spoilt for choice at Parrot Key with four sparkling pools on site, each nestled in a tropical garden oasis. When your children have finished practising their strokes and it’s time to reenergize, our poolside Café Blue will keep you topped up with refreshing island drinks, snacks, leisurely lunches and delicious breakfasts. View the Cafe Blue Menu

3. Soak Up Stunning Key West Views

Your private balcony is all yours, offering views of the waterfront while you sit back and relax before embracing a fun-filled day. Enjoy a sunset together from your suite or head to our sunset pier to soak up the evening sky bursting with spectacular color over Key West. View our waterfront accommodations

4. Build Sand Castles On Our Terraces

From building castles to just sinking your toes into the powder-soft sand – our white sand sunbathing terraces overlooking the waterfront are the perfect spot for bringing the family together. There is no water access from our sandy terraces so kids can play safely. Book a guestroom or villa

5. Explore a Water World of Adventure

Stay a minimum of three nights at Parrot Key Resort this spring break and save $75 on an amazing family WaveRunner tour around Key West. There is such a huge variety of water-based activities in Key West which can all be booked onsite for easy planning. We also offer a complimentary shuttle service to nearby Smathers Beach and Duval Street! Money Saver: Enjoy Super Discounts on Key West Activities

6. Make Memories at a Local Key West Event

Take your pick from a number of exciting family-friendly events taking place in Key West during spring break, including the Annual Key West House and Garden Tour (March 17 – 18), the Conch Republic Independence Celebration (April 17 – 30), Conch Republic – The Musical (April 20 – 23) and the Key West Paddleboard Classic (April 27 – 30) which has races for kids.

7. Discover Colorful and Fun Art Objects

There is 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

8. Relax in 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

9. Family Attractions Just Moments Away

When it comes to location, Parrot Key has it all. Tucked away in its own safe tropical oasis, the resort is three miles from Old Town and within easy reach of Key West’s exciting family attractions without the noise of Duval Street ruining your peace. View nearby family activities

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

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

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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.


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.


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.


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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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.


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.


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.


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.

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.”

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 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:

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:


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.


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.


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:


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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Christmas Shopping in Key West: Enjoy an early December retreat

Calling all retail lovers! Key West is a shoppers’ paradise, offering everything from clothing boutiques and big brands, to art galleries and quirky gifts. With its laid-back lifestyle and side streets lined with cafés, you can take your time to discover homemade souvenirs, eco-friendly treasures, designer clothing, unique jewelry, and original Key West home wares. Visit in early December to enjoy unique Christmas shopping options, and later in the day you can rest your tired feet poolside at Parrot Key Resort.


Here is a pick of some of the island’s most popular, not-to-be missed stores. Warning: be prepared to shop til you drop, so plan some much-needed coffee and Key Lime Pie stops along the way before relaxing at Parrot Key Resort!

Mallory Square Shopping

Famous for its daily Sunset Celebration, Mallory Square is also renowned for its colorful collection of shops including the famous Shell Warehouse which is home to the largest selection of shells in Key West. It is located in the heart of Mallory Square in a 19th century ice house and features rare shells from around the world alongside fine jewelry, local artwork and home décor. The Sponge Market is another popular store on Mallory Square for souvenirs and gifts, with a wide selection of natural sponges, nautical gifts, Key Lime products and tropical clothing.

Image by John Penney, Historic Tours of America

Image by John Penney, Historic Tours of America


Local Color (276 Margaret St) is ideal for jewelry lovers with a huge variety of items featuring precious and semi-precious stones. Cigar lovers will be in their element at Cigar City (410 Wall St), which has the largest inventory of Cuban cigars in Key West. Shoppers looking to find local treasures and unique gifts will enjoy a visit to the Clinton Square Market (291 Front St). For authentic island food souvenirs, head to Kermit’s Key Lime Pie Shoppe (802 Duval St), a Key West institution with its selection of Key Lime flavored treats from pies, salsa and tea, to jelly beans, olive oil and cookies.  View more Mallory Square shopping.

Key West Clothing

If you’re looking to discover the latest Florida fashion, Ron Jon Surf Shop (503 Front St) is best for relaxing island wear, while Lilly Pulitzer (600 Front St) stocks iconic designs that echo the Key West lifestyle with beautifully bright, colorful and floral prints to choose from. No shopping trip is complete without picking up a pair of locally made shoes, so head to popular Kino Sandals (107 Fitzpatrick St) at the corner of Greene and Fitzpatrick Streets. Sandal-makers will be busy working behind the scenes to hand-craft a variety of styles using natural leather straps and rubber soles – the most comfortable footwear for getting around Key West.


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Other Key West Favorites

Take time out and enjoy an organic coffee with chocolates at Lush Bar, hidden at the back of the boutique, which offers the perfect escapism. Along Duval Street, take a stroll into The Green Pineapple (1130 Duval St) to find an eclectic mix of vintage jewelery, clothing, island décor and unusual gifts. A trip to Key West should always include a visit to Key West Aloe (1075 Duval St). Their amazing line of Key West inspired skin care products includes a range of options for men, women and even pets – we told you you’ll find some quirky products on the island!

Image by Key West Aloe

Image by Key West Aloe


For Literary Lovers

Key West’s rich literary history can be explored at Key West Island Books (513 Fleming St) which has an extensive collection of local interest books and an entire section of novels by and about Ernest Hemingway as well as other local authors. Whatever your pleasure, there’s something for everyone in Key West! For more shopping inspiration, VISIT FLORIDA has a useful shopping guide here.


Get in the Holiday Spirit- Key West Holiday Events

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: Monthly Artisan Market — Holiday/Shop Local. The 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 and 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, this free event is family and pet-friendly and starts from 10 a.m – 2 p.m.

December 31, 2016Key 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.





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