WICKER GUESTHOUSE
OLIVIA BY DUVAL
AN ISLAND OASIS
COLORS ON WHITE
Colors on White

Events

Event calendar courtesy of fla-keys.com
The Tourism & Development Council of the Florida Keys

  • 12/12/2019 - 12/28/2019 Waterfront Playhouse presents: Around the World in 80 Days


    Stampeding elephants! Raging typhoons! Runaway trains! Unabashedly slapstick! Hold onto your seats for the original amazing race! Characters such as Phileas Fogg, Detective Fix, Passepartout, Sir Francis, Aouda and the British Council make for an evening of live entertainment. Showtimes 8 p.m.
  • 12/12/2019 Key West Art & Historical Society presents: Perpetual Groove


    Perpetual Groove continues to create a cultivated, unique experience for each live show. The Georgia jam veterans make a return to the live stage, equipped with a new album, revamped sound and lyrics, along with special guests, The Happy Dog Band. At Fort East Martello, 3501 S. Roosevelt Blvd. From 6-10 p.m. General Admission tickets $25, children 12 and under are free.
  • 12/12/2019 Full 'Cold' Moon Kayak Tour and Adventure with Blue Moon Kayak


    Paddle under the glowing sunset and the rising moon. Perfect for all ages and skill level. This trip will have you howlin' at the moon with the cool breeze and sounds of water splashing against your kayak as you paddle. During the paddle, we break for our popular S'Mores, an American tradition consisting of graham cracker, marshmallow and Hershey chocolate sandwiched together. A delight with everyone. Guests are welcome to bring small coolers filled with favorite beverages and snacks. From 6-8 p
  • 12/13/2019 Stock Island Lighted Boat Parade


    Kick off the holiday season and the start of the I Love Stock Island Festival at the Stock Island Marina with a procession of lighted vessels in all sizes - kayaks, dinghies, fishing boats, sailing ships, private yachts and more!  Get merry with plenty of free parking, food from Matt's Stock Island, Salty Oyster, The Barrel House, food trucks and more, along with easy viewing of the parade of watercraft. Free, family-friendly and open to the public! Starts at 7 p.m.
  • 12/13/2019 Taste of Stock Island


    Get off the beaten path and eat your way across Stock Island in a matter of hours as part of the annual I Love Stock Island Festival. From 4-7 p.m., taste a selection of curated plates and beverages at the locals' favorite spots, and experience one of the Keys' hidden gems. Plus, be some of the first to experience The Perry's new BBQ & Brews restaurant, The Barrel House! Limited tickets available, purchase online here.
  • 12/13/2019 - 12/15/2019 Islamorada Junior Sailfish Tournament


    Recreation for teens in the Florida Keys can mean learning from experienced local captains and mates to tie a bimini or rig ballyhoo. One weekend each year anglers aged 16 and younger can apply such lessons in this competition. A maximum of six anglers is allowed per boat. Proceeds aid Florida Keys charities. This tournament has been held since 1964, one of the oldest sailfish events in the Keys.
  • 12/13/2019 - 12/15/2019 Third Annual I Love Stock Island Festival


    Celebrate Stock Island's culture and heritage with culinary offerings featuring fresh-off-the-boat seafood, wine and beer tastings, history and art studio tours, live music and other elements that showcase the eclectic island and its working waterfront. Highlights include a lighted boat parade from Stock Island Marina Village; kid's activities & Little Mr. & Miss contest, and more.
  • 12/14/2019 Sixth Annual Parade of Paws and Shopping Bazaar


    Bring your dogs, wear a t-shirt with a picture of your kitty with pride, or walk with a paddle displaying your pet's photo! Shopping Bazaar inside the dog park features entertainment, food vendors, a Kissing Booth, holiday gifts for that special snuggle bug and more! A unique opportunity to support the lifesaving mission caring for the Keys' community's homeless animals, the event supports the Florida Keys SPCA. Check in is 9 a.m. Event is from 10 a.m. to 2 p.m., Higgs Beach, at the Higgs Dog Pa
  • 12/14/2019 29th Annual Schooner Wharf Bar Lighted Boat Parade


    Lighted and decorated vessels from rowboats to tall ships proceed around Key West's Historic Seaport and harbor areas. Festivities are to begin at 6 p.m. with the children of Gerald Adams Elementary Steel Your Heart Band! Parade is scheduled to begin at 8 p.m. Holiday revelers can watch and applaud from bars, restaurants and resorts in and around the Historic Seaport as vessels of all shapes and sizes dazzle the crowd.
  • 12/14/2019 12th Annual Rudolph Red Nosed 5k Run


    Don your festive holiday running attire, affix your ruby-red nose, and join in the fun, starting and ending at the Southernmost Beach Café,1405 Duval St. Race day check-in starts at 7 a.m. with 8 a.m. start time. After the race, enjoy refreshments, fun, prizes and a huge silent auction.
  • 12/14/2019 Free Outdoor Pops-in-the-Park Band Concert: Suite Dreams


    Florida Keys Community Concert Band Presents its 2019-2020 season at Islamorada Founders Park, Bayside, MM 87, Plantation Key. Performances are outdoors; no chairs provided. Starts at 4:00 p.m. Admission free for all concerts.
  • 12/14/2019 Boot Key Harbor Christmas by the Sea Lighted Boat Parade


    Hosted by Marathon Marina and Resort, boats of all sizes, dinghies to yachts, sail or power, are invited to show off their holiday decorating skills. Parade starts at 6 p.m. and winds through Boot Key Harbor and ends with a festive gala at Marathon Marina and Resort at 8:30 p.m. Spectators welcome! A $500 Grand Prize is up for grabs with additional prizes for best in each division.