Every month throughout the year brings something new and exciting to your Key West vacation. Whether it’s Presidents’ Day in February, Spring Break in March/April, the Key West Songwriter’s Festival in May, or Fantasy Fest at the end of October, there is never a dull moment to visit the Florida Keys. Every month also offers warm, tropical air and glorious sunshine, making you feel spoiled for choice when trying to decide which time of year to visit. To help you plan your year ahead, here are the highlights of each month:
When the rest of the country is shivering in sub-zero winds, the Florida Keys are bathed in beautiful sunshine with average highs of 75 degrees. There is a fantastic range of events to keep you entertained throughout the month too, including the Key West Literary Seminar, the Annual Historic House Tours, the Florida Keys Seafood Festival, Quantum Key West Race Week (18 – 23), the Key West Craft Show (24 – 25) and the Key West Food and Wine Festival (January 28 – February 1). Americans will also be celebrating Martin Luther King Junior Holiday on January 19. For extra tips on booking your vacation in January at Parrot Key Resort, read more here.
Not just a favorite month for romance, February also marks an ideal time of year to visit Key West thanks to the long weekend that Presidents’ Day brings during the middle of the month and a number of popular events throughout the island. There are the Civil War Heritage Days (February 6 – 8) with colorful reenactments and tours of Key West’s historic Fort Zachary Taylor, and Key West House and Garden Tours over the Valentine’s Day weekend (13 – 14). Towards the end of the month, Old Island Days Art Festival (21 – 22) brings over 100 fine artists to Key West, all displaying their inspirational work for visitors to peruse around the island. For extra tips on booking your vacation in February at Parrot Key Resort, read more here.
Welcome to the month of Spring Break, a perfect time for families to escape to paradise in search of top quality attractions, ocean-side fun and delicious Keys-style dining, which is why Parrot Key has designed its Family Escape Package. Make sure to book early before our spacious 3-bedroom villas sell out! On March 17, many guests join in with St Patrick’s Day celebrations, creating a lively atmosphere in down town Key West. For extra tips on booking your vacation in March at Parrot Key Resort, read more here.
With Easter at the beginning of April and the Conch Republic Independence Celebrations dominating the island from the middle of the month, April is an exciting time of year to visit Key West, particularly for families still enjoying time out during Spring Break. The Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that has made the Florida Keys world-famous. For extra tips on booking your vacation in April at Parrot Key Resort, read more here.
It’s Mother’s Day on May 10th, so families can enjoy whisking mom away for some much-needed pamper time and relaxation. The month also plays host to Memorial Day on May 25th, the Key West Songwriters Festival (6 – 10) and the Keys 100 UltraMarathon (16 – 17). For those seeking a little extra peace and quiet before the busy summer season kicks off, May is an ideal month for visiting Key West! For extra tips on booking your vacation in May at Parrot Key Resort, learn more here.
Summer officially starts in June when many schools in America close for the season and families seek out the ultimate fun in the Sunshine State’s southernmost island. The month is a little calmer than July and August when the majority of summer crowds flock to Key West, so if you’re looking for a more laid-back summer escape, book early for a June vacation. For extra tips on booking your vacation in June at Parrot Key Resort, read more here.
July is one of the most popular times of the year to visit Key West with family fun and a month-long schedule of events that really celebrate the history, culture and flavors of the island. Independence Day kick starts the month on July 4th, alongside the Key Lime Pie Festival (3 – 5), followed by Mel Fisher Days (9 – 12) which marks the anniversary of Mel Fisher’s discovery of the shipwrecked 1622 Spanish galleon Nuestra Señora de Atocha. Ernest Hemingway, another Key West legend, is also celebrated in July during Hemingway Days (21 – 26) which marks the famous author’s birthday. The Key West Marlin Tournament takes place from July 22 – 25, and Mini Lobster Season takes off in the Florida Keys, making July a favorite month in the year for visitors wanting to sample the freshest catch. If you’re looking for savings during your July vacation, choose dates after Independence Day which is a peak travel time for visitors. For extra tips on booking your vacation in July at Parrot Key Resort, read more here.
Lobster Season continues throughout August, as do the clear blue skies and tropical heat that is consistent throughout the year in Key West. With many families booking time off for an early August vacation, the month is also popular among couples and seniors later in August, making our spacious suites, villas and guestrooms ideal for all party sizes. For trips to Smathers Beach, try our complimentary shuttle service from the resort which includes beach towels and chairs. If you’re a fan of mystery fiction, the Mystery Writers’ Key West Fest from July 14 to 16 will be right up your alley with opportunities to pitch your plot ideas to editors and e-book publishers. For extra tips on booking your vacation in August at Parrot Key Resort, read more here.
After the busy summer season, September lends a quieter and calmer atmosphere to your Key West visit which is why couples find it the ideal month for a romantic retreat when the weather is still beautifully warm. One event not to miss is the popular Annual Key West Brewfest (3 – 7) which takes place on the island, enticing visitors with over 150 beers and micro-brews on tap. It is also Labor Day on September 7th, making the first weekend of the month popular for visitors wanting to make the most of the extended weekend break. For extra tips on booking your vacation in September at Parrot Key Resort, read more here.
Key West continues to enjoy long moments of calm in October following the departure of the summer crowds, but there is also an opportunity to enjoy an upbeat party during the world-famous Fantasy Fest from October 23 through 31. This flamboyant festival of outrageous costume and masks comes with parades, parties, island bands and street fairs, making it one of the most colorful and daring festivals in the Florida Keys. If you’re looking for a calmer vacation during the month, Columbus Day on October 12th is a great opportunity to enjoy a peaceful long weekend. For extra tips on booking your vacation in October at Parrot Key Resort, read more here.
While the rest of the northern hemisphere is gearing up for a long, cold winter, the Florida Keys continues to bask in day-long sunshine which is why it is a much-loved destination for enjoying the long weekend breaks to celebrate Veteran’s Day on November 11th and Thanksgiving Day on November 26th. The island also hosts the Key West Film Festival (11 – 15) and the Key West World Championship Powerboat Races (8 – 15) when high-speed offshore powerboats race around the harbor. For extra tips on booking your vacation in November at Parrot Key Resort, read more here.
If you’re after a fantastic festive deal, book your vacation to Key West in early December before the holiday crowds arrive later in the month. The island truly embraces the festive spirit with beautiful lighted boat parades and holiday events, adding a tropical twist to the spirit of Christmas. Later in the month is when the island sees the most visitors, particularly between Christmas and New Year so it’s important to book your December vacation in advance. Families will love our 3-bedroom villas or 2-bedroom suites for the space and privacy needed for a group gathering. For extra tips on booking your vacation in December at Parrot Key Resort, read more here.