Add Extra Color to Your Key West Vacation During Fantasy Fest

For a Florida Keys vacation that is piled high with plenty of party spirit, book your getaway in late October for an unforgettable autumn escape. Everything flamboyant, outrageous and colorful will come together in an eye-opening, show-stopping week of celebrations when Fantasy Fest takes center stage in Key West from October 20th through 29th.

Parrot Key Resort is offering special packages for stays during Fantasy Fest week, including our Stay More, Save MoreAdvance Purchase and $250 for Dining offers.

Andy Newman/Florida Keys News Bureau/HO

Bahama Village Goombay Festival

The first event to kick-start the week-long party is the family-friendly Bahama Village Goombay Festival, an exuberant street party with live music, arts and crafts, and delicious island food. Starting on Friday, October 20th from noon to midnight, this two-day festival is a popular highlight in the line-up of Fantasy Fest entertainment, particularly if you’re traveling to Key West on a family vacation.

Zombie Bike Ride

Island celebrations switch up a gear on Sunday, October 22nd when the spectacular Zombie Bike Ride sets off from 6pm. Another favorite for families, this event is as popular for cyclists as it is for those who prefer to sit back and watch, as thousands of costumed zombies head down US1 to Duval Street for Zombiefest.

(Rob O’Neal/Florida Keys News Bureau/HO)

Costumes Ready!

Other highlights during the Fantasy Fest week include the Heroes and Villains Run/Walk on Monday, October 23rd, giving you the chance to dress up and walk, run or fly your way through historic Old Town Key West to the finishing line. There will be parties through the week leading up to some of the most anticipated Fantasy Fest celebrations, including the Headdress Ball at the Truman Waterfront Park on Thursday, October 26th, which is the premier gay and lesbian event of Fantasy Fest.

The fun continues at the Fantasy Fest Street Fair on Duval Street starting on Friday, with mile-long entertainment and creative costumes starting at noon, followed by a Masquerade March through Old Town from 5:30pm.

(Andy Newman/Florida Keys News Bureau/HO)

As Saturday arrives, the Fantasy Fest party just gets better with the Duval Street Promenade providing entertainment from noon. The Bud Light Fantasy Fest Parade from 7pm will then bring together 70,000 locals and visitors with glittering floats, dazzling dance displays and wild costumes making their way down Duval Street.

(Andy Newman/Florida Keys News Bureau/HO)

Families can enjoy Children’s Day celebrations on Sunday, October 29th at Bayview Park where there will be rides, food, games, and a children’s costume contest.

For more details on the full Fantasy Fest program, visit here.



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Add Brewfest to Your Key West Labor Day Weekend Plans

If it’s a cool beer or a pale ale you’re craving to celebrate your Labor Day weekend, you’ll be spoiled for choice at the eighth annual Key West Brewfest.

Taking place from August 31st to September 4th, visitors can indulge in nearly 200 beers and ales while relaxing with a variety of activities “on tap”, which will include brew-themed dinners, a tasting festival on the beach, pool parties and tap takeovers.

Key West Brewfest

During the festival, look out for intriguingly named treats such as Harpoon Leviathan and Andygator, alongside local favorites from the Florida Keys Brewing Co. and Islamorada Beer Co.

For more information about visiting Key West Brewfest during Labor Day weekend, visit here.

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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.

Romantic Vacation in 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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Make Waves on a Romantic Adventure in Key West

The crystal-clear waters surrounding Key West are not just beautiful for taking a cooling dip; they’re also perfect for creating a splash when enjoying a range of watersports, right from the Parrot Key Resort dock. Whether you’re a novice and looking for a fun-filled activity, or you’re a seasoned pro when it comes to watersports, you will love the exhilarating ocean adventures waiting to be discovered during your romantic vacation in Key West. Call 855-327-7200 or Book Online Now.

View all Watersports Offers

Explore Key West on a Romantic WaveRunner Tour

Head to submarine pits and sand bars before stopping at the Southernmost Point in the USA during an unforgettable and romantic 25-mile journey around Key West. Couples booking a minimum stay of three nights at Parrot Key can enjoy a $75 discount on our current package which includes one WaveRunner to accommodate two people – ideal for couples. You don’t need to travel far to head off on the one-and-a-half-hour tour as it departs straight from the Parrot Key dock ready to take you on a wave-making adventure.


Glide Through the Waters of Key West

The natural beauty of Key West can be discovered from the island’s surrounding calm waters during a paddleboarding or kayaking excursion. At Parrot Key, take advantage of our Aqua Fit Package which will give you 50% off the resort’s Paddleboard and Kayak experience. As you glide through the Gulf of Mexico, keep an eye out for colorful fish and aquatic birds as you drift past the tropical scenery on this peaceful activity, which is as ideal for couples, looking to stay fit while on vacation. Head to the Parrot Key dock, ready to set off on your romantic aqua adventures.


Save on a Romantic Sunset Cruise Excursion

One of the most unique Key West experiences is watching the stunning colors of the evening sky during sunset. There are many special places from which to soak it all up, but one of the most unforgettable venues is on the top deck of a yacht during a spectacular sunset cruise. Parrot Key has a package which offers a ‘buy one get one free’ Key West Sunset Cruise for two people with free draft beer, champagne and soft drinks on-board a 65-foot Gold Coast Yacht. The package offers a total of two sunset cruises during your vacation.


Something Different Every Day

From dolphin watching and parasailing, to Safari Snorkel Tours and onsite rentals, no day is ever the same when it comes to diving into the waters by Parrot Key Resort. With so many watersports to choose from, you can pick as many or as little as you like – but whatever you decide, we can make your whole experience as easy and clear as the waters of the Gulf of Mexico! Our daily complimentary shuttle service to Smathers Beach will see you close to all the water-based action within a five-minute drive, where all the beach activities can be enjoyed at a low price when purchasing the All Day Beach Pass, or you can sit back and just take your pick from individual rentals.

Poolside Paradise

You may just choose to spend your “island time” lounging poolside and taking a leisurely dip, and we don’t blame you! With four sparkling pools to choose from, each tucked away in its own peaceful garden oasis, you can unwind and simply do nothing at all with the one you love.

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

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

Three reasons to visit Key West this year, 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! Call 855-327-7200 to speak with an onsite vacation planner, chat with us or Book Online Now >

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.

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.

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!

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.

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.

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 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.

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.

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

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Road Trippin’ in the Florida Keys: Key Largo to Key West

One of the nation’s most renowned road trips involves cruising from one island to another, and it’s right here in the Florida Keys from Key Largo to Key West. With your Florida vacation at Parrot Key Resort sparkling on the horizon, we have some of the best insider tips for making the most of your drive along the Overseas Highway to reach Key West. The trip of over 100 miles takes around three hours, however with so much to see along the way, we recommend allowing a whole day to soak up the spectacular scenery of the Sunshine State’s stunning island archipelago. After all, there are some important pit stops to make along the way to sample the delights of freshly-caught seafood and Key lime pie. Call 855-327-7200 to speak with an onsite vacation planner, chat with us or Book Online Now >

Florida Keys Road Trip

Ready, Set… Key Largo!

Once you’ve entered Key Largo, you’re officially in the Florida Keys and the unbroken blue horizons of ocean and sky will stretch out before you. Start your road trip off in style with a leisurely breakfast at some of Key Largo’s most talked about dining spots, including Harriette’s Restaurant (Mile Marker 95.7) which offers a warm and welcoming service, wallet-friendly prices and huge muffins to help keep you refueled until the next stop. Doc’s Diner (Mile Marker 99.6) is another tempting breakfast option, popular among locals for its generous portion sizes including tropical French toast and breakfast burritos.

Photo: Andy Newman/Florida Keys News Bureau

Photo: Andy Newman/Florida Keys News Bureau


Next Stop: Islamorada

Continue your drive from Key Largo to Islamorada, which sits between the saltwater wilderness of the Everglades National Park and the deep waters of the Florida Straits. Stop at the Rain Barrel Artisan Village (Mile Marker 86.7) which is impossible to miss with its giant fiberglass lobster standing proudly at the entrance of this fascinating sculpture art gallery. There are individual shops all nestled under a canopy of giant Banyan trees selling a tempting selection of unique homemade gifts including unusual jewelry, pottery and ceramics, so allow enough time for some all-important perusing.

Photo: Andy Newman/Florida Keys News Bureau

Photo: Andy Newman/Florida Keys News Bureau

Is your stomach rumbling again? It’s nearing lunchtime after all, and if there’s one place in which to indulge over a memorable lunch in Islamorada, it’s Lorelei (Mile Marker 82). As popular for its daytime menu as its evening sunset celebrations, this restaurant and Cabana bar offers one of the best views of Florida Bay which you’ll no doubt happily soak up over seafood tacos or the “Lorelei’s World Famous Fish Sandwich,” all washed down with a Keys-style frozen drink.

The sparkling ocean is looking calm and the afternoon sun is stretching its rays across a cloudless sky; it’s looking too good outside to hop back into your car, so take some time to unwind on one of Islamorada’s finest beaches. Anne’s Beach (Mile Marker 73) is a perfect stretch of paradise, conveniently located next to the Overseas Highway so you won’t struggle to find it. The beach is an ideal spot for sunbathing, switching off for an afternoon nap, cooling off in the shallows, or just taking in the beautiful ocean views.


Marathon or Bust

Your relaxing lunch will set you up for the next stretch as you cruise down Highway 1 to the Middle Keys which are anchored by Marathon, a 10-mile-long island with a family-friendly reputation and a rich fishing heritage. Take a break from your car and stretch your legs by taking your pick of several attractions in Marathon. First, you will come across the Dolphin Research Center (Mile Marker 59) in Grassy Key where you can interact with dolphins and learn about exciting dolphin research.

Also nearby way is the new Aquarium Encounters (just after Vaca Cut Bridge at Mile Marker 53). Here, you will find an interactive Florida Keys aquarium experience with daily shark feedings, stingray encounters, and the opportunity to swim among fish on the attraction’s coral reef. Or if you prefer an outdoor nature experience, nearby at Mile Marker 50 is Crane Point, a nature center with walking trails through a tropical hardwood grove. Further west is a wildlife lovers’ paradise at the Turtle Hospital which is dedicated to helping injured sea turtles return to the wild (Mile Marker 48.5).

Photo: Bob Krist/Florida Keys News Bureau

Photo: Bob Krist/Florida Keys News Bureau


Seven Mile Bridge

The Middle Keys not only signal the halfway mark in your Overseas Highway road trip; it is also the point at which you can stop to capture images of the impressive Seven Mile Bridge soaring over the Gulf of Mexico. Running alongside it is the Old Seven Mile Bridge, the hurricane-battered railroad built by Henry Flagler in the early 1900s which is now a popular spot for fishing. After its destruction in the Labor Day Hurricane of 1935, it was later rebuilt in 1978 and features a rising arc in its center so you’ll feel like you’re driving right off into the sky! There are plenty of places to pull over and take some photos, enjoy a stroll and watch the wildlife fly by.

Just south of Marathon lies the tiny island of Pigeon Key which is well worth a stop, particularly if you’re after a taste of Florida Keys history. Listed on the National Register of Historic Places, Pigeon Key is a five-acre property which served as a home base for railroad workers operating the Old Seven Mile Bridge. You can reach Pigeon Key by bicycle or foot along the historic bridge (a 2.2 mile trek) or by ferry service which departs from the Pigeon Key Visitor Center and Gift Shop on Knight’s Key (Mile Marker 47).

Photo: Andy Newman/Florida Keys News Bureau

Photo: Andy Newman/Florida Keys News Bureau

The Lower Keys

The further south you drive, the more beautifully remote the scenery becomes in the Lower Keys. For some much-needed leg-stretching, stop off at Bahia Honda Key (Mile Marker 37), a tropical island home to one of Florida’s southernmost state parks with beautiful beaches, magnificent sunsets and excellent snorkelling. As you drive south into Big Pine Key (Mile Marker 29) there are plenty of places to pull over for a pit stop if your hunger pangs start kicking in, including No Name Pub on Watson Boulevard which serves up great pizza and pitchers of beer.

For classic Keys-style dining, try The Wharf Bar and Grill at Mile Marker 25.5 on Summerland Key. You can enjoy freshly-caught fish and vegetables grown from the restaurant’s organic garden, all served up in a peaceful waterfront setting with indoor and outdoor seating. If you need to satisfy your sweet tooth, head further south in Sugarloaf Key at Mangrove Mama’s (Mile Marker 20) for a generous slice of Key lime pie on the sun-baked, palm tree-lined patio, or try Baby’s Coffee (Mile Marker 15), which is famous for its Cuban roasts and Key lime pie to-go.

Photo: Andy Newman/Florida Keys News Bureau

Photo: Andy Newman/Florida Keys News Bureau


Final Destination… Key West

As the afternoon starts merging into evening, your last leg of this world-renowned road trip will end in Key West just where the true vacation begins. You’ll arrive just in time to find a spot for your first Key West sunset perhaps on Parrot Key Resort’s sunset pier, and you won’t be disappointed.

Florida Keys Road Trip

Check-in at Parrot Key Resort and refresh before stepping outside to celebrate the moment the golden sun dips into the ocean. Tomorrow marks the start of your Key West vacation in this place known as paradise, so dine out and enjoy the moment until it’s time for a much-needed rest, surrounded by the simple luxury and comfort of your Parrot Key Resort guestroomsuite or villa. Sleep tight and let the Key West fun begin tomorrow!

Key West Three Bedroom Villa

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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:


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.

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


Image compliments of the Key West Songwriters Festival

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Top 5 Best Ways to Explore Nature in Key West

From the moment you arrive in the Florida Keys, you will be surrounded by the sights, sounds and scent of nature at its most beautiful. First, there’s the turquoise Gulf of Mexico sparkling under the golden sunshine, alongside the vast stretch of white sand beaches.

Dive a little deeper into your Key West vacation, and you will soon discover an even more colorful world of natural beauty with a huge variety of marine wildlife, spectacular coral reefs, aquatic birds, and tropical flowers. Here are the top 5 best ways to explore nature in Key West:

Discover a Wonderful Water Wonderland

Top of the list of natural wonders to discover on your vacation in the Keys is the underwater world surrounding Key West. Choose a dive or snorkel adventure from our watersports packages available at Parrot Key and come face-to-face with tropical fish as you explore the colorful coral. If you’re on vacation in Key West around the August 7 or September 7 full moons, you can experience an underwater phenomenon during a night dive when coral polyps release millions of gametes (eggs and sperm) in synchronized mass-spawning rituals. Join a coral-spawn night dive with a professional dive operator – we can help point you in the right direction.

Spot Dolphins in the Wild

Venture off into the big wide blue in search of a delightful pod of Atlantic bottle nose dolphins in their natural habitat. Sail away on a three-hour cruise which includes dolphin spotting, coral reef snorkeling, and ends with a spectacular sunset as you unwind with an evening drink on your return journey.

Glide Through the Waters

At Parrot Key Resort, you can rent a paddle board or kayak and set off right from our dock. Create your own adventure by gliding through the winding mangrove creeks where you can get close to marine life including sea cucumbers, tropical fish, sea stars, crabs and aquatic birds.

Explore Florida Keys’ Native Plants and Animals

Take a journey through the unique world of the Keys’ indigenous plants and animals at the Florida Keys Eco-Discovery Center in Key West. Featuring interactive exhibits and a mock-up of Aquarius, the only underwater ocean laboratory in the world, the center is the go-to place for exploring the extraordinary ecology of Keys’ habitats. Marvel at the mangrove shoreline, look at the Living Reef exhibit, and stop by the center’s theater to watch the excellent short film, “Reflections of the Florida Keys.”

Florida Keys Eco-Discovery Center in Key West.  Photo by Andy Newman/Florida Keys News Bureau

Visit Dry Tortugas National Park

One of the world’s most unique eco-attractions is just a boat trip away from Key West. Take a day out to visit Dry Tortugas National Park, home of the historic Fort Jefferson, and indulge in shallow-water snorkeling as you find majestic coral, colorful fish, queen conchs and so much more. This protected marine sanctuary is easily accessible directly from the white sand beach. The park is also home to migrating birds traveling between South America and the United States, so watch out for ruby-throated hummingbirds and peregrine falcons.

For more information about visiting Key West, click here.

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A Long Weekend in Key West: How to Maximize Every Minute

We love long weekends in our tropical paradise, which is why fall is one of our favorite seasons. There are four federal holidays to look forward to from September through November, each heralding a glorious 72 hours of switch-off time. Whether you’re celebrating Labor Day (September 4th), Columbus Day (October 9th), Veterans Day (November 11th) or Thanksgiving Day (November 23rd) with a long weekend away, you will find so much to explore and discover in Key West.  Our guide to the top 10 things to do with 3 days at Parrot Key will help you strike the perfect balance between relaxation and adventure. Just don’t forget to switch on your out of office!

Cool Down with an Island Drink

You’ve arrived at our hidden oasis on the waterfront and the fall sunshine is beating down. We’ll be ready to welcome you with the first island cocktail of your visit, so head straight to our poolside Café Blue for a thirst-quenching treat. If a cool beer is more your drink of choice, you can sample your way through nearly 200 beers and ales at Key West Brewfest (August 31st through September 4th) during your Labor Day weekend celebrations.

Take a Dip or Just Sprawl Out

It would be easy to spend all day lounging by the pool and cooling down with a refreshing dip, and we don’t blame you! There are four pools to choose from at Parrot Key, each nestled among its own private tropical garden. Take a stroll, find your favorite pool and enjoy the beautifully landscaped gardens as you meander each pretty path along the way.

Dive into our Water Wonderland

No visit to Key West should end without an adventure under the warm waters of the Gulf of Mexico. With amazing ocean wildlife, shipwrecks and coral reefs to explore, a snorkel or dive trip is a must during your Florida Keys getaway.

Unwind on Sandy Terraces

Pick up a good book, fill your glass with wine, or just kick back and watch the world go by as you sink your toes into our white sandy terraces. This is what total switch off time is all about during your long weekend of relaxation. We also have six hammocks dotted around the resort, so find your moment of peace and enjoy!

Start the Day with a Stretch and Pose

We like to boost your feel-good factor in the mornings at Parrot Key with some poolside yoga. Re-energize during your long weekend with a body strengthening work out while you’re surrounded by the tropical scent and sounds of our place in paradise. Each session is $10 on select days. Ask our concierge for details.

Pedal Your Way Through Paradise

One of the most rewarding ways to explore Key West – and to cover a lot of ground faster – is to rent a bicycle. We have bicycle rentals available from the Parrot Key Resort watersports pavilion, so you can soon be pedalling your way around the island and exploring routes including the traffic-free Florida Keys Overseas Heritage Trail.

Explore the Crystal-Clear Waters of Key West

Set off right from our dock to enjoy a morning or afternoon exploring the waters around Key West. Our paddle boards and kayaks are perfect for gliding through the ocean at your own pace while you keep your eyes open for aquatic birds and tropical fish. If you’re looking to switch it up a gear, book a 1.5 hour WaveRunner tour and follow a local guide along a 25-mile ocean adventure.

Join the Buzz of Downtown Key West

From popular live music venues and bars including the famed Sloppy Joe’s on Duval Street, to family-friendly attractions and cultural hotspots, downtown Key West is a melting pot of endless activities, entertainment and shopping options. For the best overview of Key West, hop on an Old Town Trolley which showcases over 100 points of interest.

Maximize Every Hour – Especially Happy Hour

Head to Café Blue to celebrate our happiest of hours daily between 5-7pm with two-for-one discounts on our delicious cocktails. You can also sit back and enjoy live music Thursday-Sunday from 4-6pm – perfect for laid-back long weekend evenings.

Celebrate Spectacular Sunsets

72 hours in paradise means three nights of soaking up the most spectacular sunsets you’ll ever see. Treat yourself to an extra special sunset experience on board the top deck of a sunset cruise. You can even enjoy two cruises for the price of one with our sunset cruise package.

Interested in heading to a local Key West event during your long weekend? Check out the latest line-up of festivals, parties and tours on the island to help you plan your perfect getaway.

Read here for more information on activities to enjoy during your break at Parrot Key.

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

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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