What’s Up

So you’ve reached your final Florida destination, now what? Well, hold tight because this is one Florida destination where the fun never stops! In fact, there are probably more events and festivals going on in the Florida Keys & Key West than in any other Florida destination. Here’s a quick list of fun Keys’ happenings that you won’t want to miss! However be aware that due to COVID-19, we recommend that you check ahead.

Please confirm details with event organizers or venues in case of changes or cancellations.

ONGOING

DAILY

Mini Golf
Ramrod Key: This kid-friendly 18-hole course boasts a fun caveman theme with two giant waterfalls and four fountains. And get this: If you’re 21+, you and your friends can have a cocktail or glass of wine while you putter around. Happens daily from 10 am – 10 pm at Boondocks Grille & Draft House at 27205 Overseas Hwy (MM 27.5). Info: 305-872-4094; boondocksfloridakeys.com.

Miniature Golf
Marathon: The Keys’ newest and largest mini-golf attraction is a full-size,18-hole course that challenges the best of the best. Lush landscaping and an impressive local coral rock waterfall make it one of the Middle Keys’ “Must See” Destinations. Top it all off with a variety of snacks, slushies, frozen daiquiris, or cold beer. Open daily from 10 am – 10 pm at Porky’s Bayside, 1410 Overseas Hwy. Info: 305-731-7592; porkysbaysidebbq.com.

NIGHTLY

Snook’s Bayside Sunset Celebration
Key Largo: Kick back with a rum punch on Snook’s 5,000-square-foot waterfront patio, listen to some great live music, and enjoy an unobstructed panoramic view of the sun sinking into the Florida Bay. The nightly event is ceremoniously marked by the “Sunset Horn” bellowing just before the fiery ball disappears into the horizon. The fun continues well after dark with live entertainment and dancing under the palms. Daily Happy Hour from 4 – 6 pm. Takes place at Snooks Bayside & Grand Tiki at MM 99.8, Southbound Lane, behind the Sandal Factory outlet. Info: 305-453-5004; snooks.com.

Lor-e-Lei Sunset Celebration
Islamorada: As that big ball of fire starts to sink into the horizon, the live music kicks in, and the bar crowd spills onto the beach for some serious toes-in-the-sand revelry. On most nights, just after sunset, magician Michael Trixx, who was featured on “America’s Got Talent,” performs a “Rock-N-Roll Magic Show” that will blow your mind. Daily Happy Hour from 4 – 6 pm with Well Drinks for just $4, Domestic Drafts for $3, and the island’s best Margarita menu. It all happens at Lorelei Restaurant & Cabana Bar, 96 Madeira Rd. FYI: Look for the giant mermaid at MM 82, Bayside. Info: 305-664-2692; loreleicabanabar.com.

Key West Sunset Celebration
Key West: Each evening, about two hours before sunset, flocks of people gather at Key West’s Mallory Square and on the docks behind the Opal Resort to watch the sun slowly sink into the Gulf of Mexico and revel in the colorful street performers, local artists, psychics, and food vendors who have made Key West’s spectacular Sunset Celebration a world-famous, multicultural happening.

Key West Champagne Sunset Sail
Key West: It’s all about romance on the high seas when you board Key West’s most elegant sailboat. The 105,’ 1851 revival, Schooner America 2.0. is an absolute “MUST DO” when you’re here. This memory-making, two-hour, sunset sail includes complimentary champagne, wine, beer, soft drinks, water, and hors d’oeuvres. Departs form the docks behind Schooner Wharf Bar, 202R William St. Info, times & tickets: 305-293-7245;
sail-keywest.com.

Aqua
Key West: This world-class club, with high-tech lighting and an industrial vibe, also boasts a lovely outdoor garden bar as well as the best drag bar in the Keys. Not to be missed: the world-renowned female impressionist and singer, Christopher Peterson, and The Aquanettes, a bawdy troupe of talented drag queens that rock the House nightly. Find it all at 711 Duval St. Info: 305-294-0555; aquakeywest.com.

WEEKLY

Monday – Tuesday
Glow Hours: Rooftop Happy Hour on Hugh’s View
Key West: For a headier Happy Hour, head up to Hugh’s View, where the bar is open, admission is free, and everyone looks great in the golden twilight. The rooftop happening offers panoramic vistas across Old Town — from the Gulf of Mexico on one side to the Atlantic on the other. Takes place from 6 – 8 pm at The Studios of Key West, 533 Eaton St. Info: 305-296-0458; tskw.org.

Every Thursday
Key West Waterfront Farmers Market
Key West: This traditional farmers’ market includes a huge variety of seasonal produce and other goodies. You can also shop for local arts & crafts, flea market finds, jewelry, clothing, cigars, and CBD products. Takes place from 2 pm – 7 pm at Truman Waterfront Park, 21 E Quay Rd at the end of Southard St. BYOB: Bring your own bags! Info: 305-731-3385; keywestfarmersmarket.com.

Every Saturday
Open-Air Market
Ramrod Key: Discover a great selection of local art, handmade jewelry, and one-of-a-kind creations, as well as fresh organic produce, greens, and flowers. Takes place from 9 am – 2 pm in the parking lot of Boondocks Plaza, 27205 Overseas Hwy (MM 27.5). Info: 305-872-4094; boondocksfloridakeys.com.

Every Saturday & Sunday
Big Pine Flea Market
Big Pine: You’ll find everything from local produce to vintage treasures, tools, crafts and antiques at this bustling community favorite. Lots of great food vendors, too! BTW: don’t pass up the fresh, hot mini donuts made to order! Takes place from 8 am – 2 pm at 30250 Overseas Highway, Info: 305-872-4103; bigpinefleamarket.com.

Every Sunday
Jazz in The Gardens
Key West: Enjoy some hot jazz amidst lush flora and fauna during this free hang that draws Key West’s top jazz cognoscenti. Full bar, champagne, and fabulous wines. Takes place from 5:30 – 8 pm at the Gardens Hotel, 526 Angela St. Info: 305-294-2661; gardenshotel.com.
MONTHLY

Third Wednesday
Dolphin Sunset Celebration
Marathon: What’s better than a margarita at sunset? How about sharing an alcohol-free Jello shot with a dolphin! This totally unique Sunset experience is your opportunity to interact with dolphins, chat with experts, and discover what it means to build meaningful relationships with these special animals. As the sky turns gold, you can enjoy a champagne toast to the setting sun, surrounded by playful dolphins, an ocean breeze, and unforgettable island beauty. FYI: Reserve early — space is limited! Upcoming dates: November 25 (4:15 pm); Dec 16 (4:15 pm); Jan 27. (4 pm). Takes place at the Dolphin Research Center, 58901 Overseas Hwy (MM 59 Gulfside) on Grassy Key. Info: 305-289-1121; dolphins.org.

First Friday
First Fridays on Fleming
Key West: “The Fabulous 500 Block of Fleming Street” showcases boutiques, galleries, and eateries with all kinds of cool events, including jewelry trunk shows, art openings, book signings, tastings, and libations. Takes place from 6 – 9 pm. Info: 305-304-9001; fabflemingkw.com.

First & Third Saturday
Junk in the Trunk: Key West’s Community Garage Sale
Key West: Part treasure hunt, part neighborhood meet-up, and part “early-morning excuse” to hang out on the harbor, ”Junk In The Trunk” is everything a truly great Garage Sale should be. Discover an eclectic mix of household goods, vintage pieces, collectibles, and unexpected finds — the kind of items that make you stop, look twice, and say “I’LL TAKE IT!” Takes place from 8 am – 1 pm at Truman Waterfront Park, 21 E Quay Rd. Info: 305-731-3385; keysartisanmarket.com.

Third Saturday
Native Plant Sale
Key West: Key West: Peruse over 2,000 native, rare, and endangered plants from the Keys, Cuba, and the Western Caribbean at this terrific monthly plant sale. Takes place from 9 am – Noon at the Key West Tropical Forest and Botanical Garden, 5210 College Rd Info: 305-296-1504; keywest.garden.

SPECIAL EVENTS

November 7
Bayside Grille’s 30th Birthday BBQ & Beach Bash
Key Largo: Blow up the balloons and break out the bibs as acclaimed Bayside Grille celebrates it’s 30th Anniversary. Enjoy a massive Beachside BBQ, for just $19.96 per person to commemorate the year this family-owned favorite opened one of the Keys’ most popular beachside hangs. Takes place from 4 – 8 pm at Bayside Grille & Sunset Bar, 99540 Overseas Hwy (MM 99.5 Bayside behind DiGiorgio’s Café Largo). Info & reservations: 305-451-3380; baysidegrille.com; keylargorestaurants.com.

November 7
4th Annual Tails On the Trails
Key West: Dog owners and lovers can enjoy 15 acres of mulched and boardwalk trails meandering through forests and meadows during this special fundraising event. Also includes games and prizes in the meadow. Takes place from 10 am – 2 pm at the Key West Tropical Forest & Botanical Garden, 5210 College Rd (Stock Island). Info: 240-381-9282; keywest.garden.

November 13
Spayghetti & No Balls Gala
Key Largo: This annual fundraiser for MarrVelous Pet Rescues is one of the Upper Keys’ most popular events. Enjoy a complimentary drink from the champagne bar, yummy appetizers, and a fabulous dinner, as well as great live music, silent and live auctions, and a mega dance party! FYI: Dress is Keys Formal and is for “Humans Only.” Takes place from 6:30 – 8:30 pm at Snook’s Bayside Restaurant & Grand Tiki, 99470 Overseas Hwy. Info: 305-453-1315; https://mprescues.org/spayghetti-no-balls/.

November 21
17th Annual Light Up Key Largo!
Key Largo: Key Largo lights Monroe County’s tallest Christmas tree during this festive annual celebration which also features an Ice Skating Rink, Santa’s Workshop, Carolers, lots of holiday goodies, and more. Takes place from 4 – 8 pm, with the Tree Lighting at 6 pm. It all happens at the Murray Nelson Government Center, 102050 Overseas Hwy (MM 102). FYI: Parking is available at the Key Largo School (104801 Overseas Hwy) with free shuttle service provided. Info: 305-451-1414; keylargochamber.org.

November 22
Lighting of the Lighthouse
Marathon: Kick off the holiday season in style with a waterfront evening of magical lights, live music, and a special appearance from Santa. The festivities also include the annual “Sip & Shop” experience where you can score some great holiday gifts from local vendors while you imbibe on seasonal cocktails. Takes place from 6 – 9 pm at Faro Blanco Resort, 1996 Overseas Hwy. Info: 305-204-7365; faroblancoresort.com.

November 22
4th Annual Rum Infused Scavenger Hunt & Costume Contest
Key West: Dust off your pirate and mermaid costumes for this fun 21+ Scavenger Hunt that doubles as a fundraiser for the Key West Tropical Forest & Botanical Garden. Takes place from 5 – 9 pm at the Key West Tropical Forest & Botanical Garden, 5210 College Rd on Stock Island. Info: 305-296-1504; keywest.garden.

November 25 – January 1
Key West Holiday Fest
Key West: A merry range of celebrations during Key West’s busy holiday season includes the Lighting of the Key West Bight, the Harbor Walk of Lights, Holiday Historic Inn Tours, a spectacular lighted boat parade, and lots of good cheer. Other events that you won’t want to miss: the annual Hometown Holiday Parade, festive Island Lights Tours on the Conch Tour Train and Old Town Trolley, seasonal Artisan Markets, Bazaars, and multiple New Year’s Eve “drops” that spoof New York City’s annual Times Square Ball Drop. For a full event schedule, hit up Info: keywestchristmas.org.

November 25
21st Annual Bight Before Christmas — Lighting of the Bight
Key West: The Key West Harbor kicks off the holidays and lights up the waterfront with a dazzling display that includes a 16-foot fresh pine Nautical Christmas Tree, a 20’ Fishing Buoy Tree, and the original 20’ Key West Lobster Trap Tree. The Harbor Walk is lit nightly through New Year’s Eve, stretching along the Key West Historic Seaport and Key West Bight Marina. Festive music starts at 5 pm with the lighting at 6 pm. Best viewing is on the Harbor Walk Plaza at Greene and Elizabeth Sts. Info: keywestchristmas.org.

November 25 – January 1
Key West Harbor Walk of Lights
Key West: This festive annual celebration honors the maritime history of the Key West waterfront and stays lit nightly through New Year’s Eve. Stretches along the seawall past Greene, William, and Margaret Streets to the Key West Ferry Terminal. For more holiday happenings in Key West, hit up keywestchristmas.org.

November 27
Black Friday Shopping Extravaganza
Key West: The largest market event of the year brings together regular Truman Waterfront Farmers Market vendors and artists from the Key West Artisan Market, to create an expanded open-air shopping experience filled with locally made and island-inspired finds.With so many vendors gathered in one waterfront location, it’s an ideal opportunity to get a head start on holiday shopping and discover gifts you won’t find at a typical shopping center. Takes place from 10 am – 6 pm at Truman Waterfront Park, 21 E Quay Road. Info: 305-731-3385; keysartisanmarket.com.

November 30
City of Key West Tree Lighting
Key West: Kick off the holiday season with this festive annual event that includes seasonal music, the lighting of a giant holiday tree, special activities an a special appearance by Santa. Takes place from 6 – 8 pm in Bayview Park, 1300 White St. Info: 305-809-3868; cityofkeywest-fl.gov.

December 2
13th Annual POSH (Paws Often Steal Hearts) Gala
Key West: This year’s fun annual gala which benefits our local SPCA, is totally over-the-top! Experience the Vintage Remix Orchestra’s 10-piece band, refreshing drinks, a silent auction, raffles, and more. Dress to the nines and don your favorite ‘Fascinator Hat’ headpiece (a large head decoration on a band or clip with elaborate trimmings and decorations).At the end of the night you can join the Second Line Parade to continue the party!are encouraged. Takes place from 6 – 9:30 pm at the Audubon House & Tropical Garden, 205 Whitehead St. Tickets & info: 305-304-1232; fkspca.com.

December 4
22nd Annual Islamorada Holiday Festival
Islamorada: A 35-foot holiday tree blows magical snow at this spirited night of holiday fun, which includes a snow mountain, a festive parade, community tree lighting, caroling, a holiday gift bazaar, delicious food, live music, and a silent auction of masterpiece ornaments created by local artists. Takes place from 4 – 10 pm at Founders Park, 87000 Overseas Hwy, MM 87, Bayside. Info: 305-664-4503; islamoradachamber.com.

December 4
4th Annual Wesley House Holiday Village & BeLighted Bike Ride
Key West: This fun annual “Pre-Party” kicks off Key West’s annual BeLighted Bike Ride. The magical Holiday Village includes photos with Santa, rides, games, crafts, food vendors, music, local performances, and more! This year’s event also features large, holiday-themed inflatable obstacle courses for the kids! Takes place from 5 – 9 pm with the festively creative “Best Bike Contest” at 7:30 pm. The BeLighted Bike Ride follows at 8 pm. Takes place at the Coffee Butler Amphitheater in Truman Waterfront Park, 21 E Quay Rd. Info: 305-809-5000; wesleyhouse.org.

December 5
Lignumvitae Christmas
Islamorada: A Celebrate the season with a Ferry Ride to historic Lignumvitae Key State Park for a festive day of holiday music, games, crafts, tours, picnic lunch and more. The annual “Friend Raiser” takes place, rain or shine, from 9:30 am – 3:30 pm at Lignumvitae Key Botanical State Park. Ferry shoves off from Robbies Marina, 77522 Overseas Hwy (MM 77.5 Bayside). Info & tickets: 305-664-4339; https://friendsofkeysparks.org/

December 5
Key West Hometown Holiday Parade
Key West: The most charming hometown parade you’ll ever see, with lots of holiday floats and tons of kids of all ages. Festivities kick off at 7 pm on Truman Ave at White St. The parade then proceeds down Duval and ends at Eaton. Info: 305-809-3881; keywesthistoricseaport.com.

December 5
Annual Duval 300 Block Party
Key West: Get into the holiday spirit and “go-a-wassailing” at this festive Pre-Parade Party that celebrates the season. Takes place from 10 am – 6 pm at the Oldest House Museum, 322 Duval St. Info: 305-294-9501; OIRF.org.

December 5
Christmas Parade Porch Party
Key West: Party on the historic porch overlooking the happiest parade in Key West. Kicks off at 6 pm after the Duval 300 Block Party at the Oldest House Museum, 322 Duval St. Info: 305-294-9501; OIRF.org.

December 5
7 Mile SantaCon
Marathon: Dress up in your most festive holiday garb for this fun Holiday Poker Run that celebrates our holiday season with drinks, poker, xmas cheer, and cash prizes for winning hands and best dressed. Poker Run takes place from 11:30 – 3:30 pm at some of Marathon’s favorite hot spots. Awards announced at 3:30 pm(ish). Info & details: 305-743-5417; https://floridakeysmarathon.com/7-mile-santa-con/.

December 6
Schooner Wharf Bar’s Annual Tree Trimming Party & Toy Drive
Key West: Enjoy a complimentary holiday cocktail when you bring a nautical ornament for tree trimming or an unwrapped kids’ gift for this fun annual Toy Drive. Prizes for the most original, most nautical, and most popular outfit. FYI: Be sure to visit Santa’s Southernmost Schooner Workshop where local artists and authors sign and sell original works for holiday gift giving. Benefits a variety of children’s organizations. Takes place at 6 pm at the Schooner Wharf Bar at the foot of Williams St in the Historic Seaport. Info: 305-292-3773; schoonerwharf.com.

December 11
Holiday Historic Inn Tours
Key West: Enjoy two enchanted self-guided tours of five different festively decorated inns and a sampling of holiday treats and cheer at each property. Takes place on F and Sa from 6 – 8 pm. Info & tickets: 305-296-4959; keywesthistoricinns.com.

December 12
3rd Annual Historic Pigeon Key Holiday Spectacular
Marathon: This historic 5-acre island, which lies beneath the Old 7 Mile Bridge, is not to be missed during the holiday season when festive decorations transform it into a magical tropical paradise. You can spend a whole day enjoying marine science activities, holiday food and drinks, guided tours, holiday-themed movies on the big screen, Santa encounters, and even snow!. Access the island by walking or biking along the 7 Mile Bridge ramp, or simply hop on the island launch, which departs at 10 am, Noon, and 2 pm from the Visitors Center, located at 2010 Overseas Hwy. FYI: On Sa, a special “Polar Express” will make runs to the island starting at 1 pm and continuing throughout the day and into the evening. Info: 305-743-5999; pigeonkey.net.

December 17
Winter Wonderland
Marathon: The forecast is for snow during this post-holiday fun-fest, which includes winter games, a snowball exchange, Santa & Mrs Claus on vacation, winter goodies, and a whole lot more. Takes place from 5:30 – 8 pm at Crane Point Hammock, 5550 Overseas Hwy. Info: 305-743-3900; cranepoint.net.

December 20
Holiday Classic Car Show
Key West: See classic cars from every era decked out for the holidays and vote for your favorites. Takes place from 11am – 3pm at Conch Republic Seafood Co, 613 Greene St on the Harbor Walk of Lights. Info: keywestchristmas.org.

December 21
Annual Light Up Key Largo!
Key Largo: For one magical night, you can ice skate in the “Diving Capital of the World” as Key Largo lights Monroe County’s tallest Christmas tree. The celebration also includes an Ice Skating Rink, Santa’s Workshop, Carolers, lots of holiday goodies, and more. Tree Lighting at 8 pm. Takes place from 6 – 10 pm at the Murray Nelson Government Center, 102050 Overseas Hwy, MM 102 Bayside. Info: 305-451-1414; keylargochamber.org.

December 21 – 24
Cocoa & Carols Christmas Music Sail
Key West: Nothing says “Happy Holidays” like hot cocoa and live Christmas music aboard Key West’s most elegant sailboat. Decked out in sparkling holiday lights and festive decorations, this festive two-hour, holiday sail also includes complimentary champagne, wine, beer, soft drinks, water, and hors d’oeuvres. Departs form the docks behind Schooner Wharf Bar, 202R William St. Info, times & tickets: 305-293-7245; sail-keywest.com.

December 25
Christmas Day Brunch Sail
Key West: Dreaming of a crystal clear, blue Christmas? Then hop on board The Schooner America 2.0 for a two-hour brunch sail that includes a fully catered brunch with complimentary Mimosas, Bloody Marys, or champagne. Departs from the dock behind the Schooner Wharf Bar, located at the foot of William St in the Historic Seaport. Info & tickets: 305-293-7245; sail-keywest.com.

December 29 – 30
Annual Key West Home Tours
Key West: Festively dressed Key West homes and gardens are the stars of the show during this highly anticipated annual event. The self-guided tour showcases exquisite restorations, creative renovations, and delightful interiors and exteriors of some of the island’s most stunning homes. Takes place from 1 – 4 pm and benefits the Old Island Restoration Foundation. Info & tickets: 305-294-9501; OIRF.org

January 9 – 10
Annual Florida Keys Celtic Festival
Marathon: Break out your kilts and dancing shoes because this festive Gaelic celebration will have you kicking up your heels. Enjoy top acts by international Celtic bands, Celtic food and beer, Highland Athletics, a Children’s Glen, and a Celtic Marketplace. The festival begins on Sa from 10 am – 7 pm and on Su from 11 am – 5 pm at Marathon Community Park, MM 49. Tickets & info: 305-743-6412; floridakeyscelticfestival.com.

January 23 – 24
23rd Annual Big Pine & Lower Keys Nautical Expo
Big Pine: Get great deals on all things nautical, as well as on local arts & crafts, clothing, and jewelry. Live music, food, and beverages, too! Open from 8 am – 4 pm on Sa; and from 8 am – 2 pm on Su. Takes place on the grounds of the Lower Keys Chamber of Commerce, 31020 Overseas Hwy, (MM31) Oceanside. Info: 305-872-2411; lowerkeyschamber.com.

January 24
Annual Schooner Wharf Wreckers Cup Race
Key West: This is the first leg of the spirited 7-mile race to Sand Key, where bragging rights are the top prize. The race kicks off at 1pm with an Awards Ceremony at 7 pm. Takes place at Schooner Wharf Bar in Key West’s Historic Seaport. Info: 305-292-3302; schoonerwharf.com.

January 24
Wrecker’s Cup Race Aboard
Schooner America 2.0
Key West: If you really want to enjoy the thrill of the Wrecker’s Cup Race, then climb aboard the fastest schooner in Key West: the 105 foot, 1851 revival, Schooner America 2.0. The excitement of racing through the blue green waters around Key West is simply unpalatable. The fun starts at 1 pm with the firing of the cannon. Tickets include a round of beer, wine, champagne, and a boxed lunch. Info & tickets: 305-292-7245;

COMING SOON

February 13 – 14
21st Annual Florida Keys Seafood Festival
Key West: Lots going on for adults and kids, from feasting on fresh local seafood and shopping for marine-related crafts to face-painting, kids’ hands-on activities, raffles, and live music. Takes place on Sa from 11am – 8 pm and on Su from 11 am – 5 pm at Truman Waterfront Park, 21 E Quay Rd. Info: 305-743-0294; floridakeysseafoodfestival.com

Greater South
Miami-Dade

SPECIAL EVENTS

November 12 – 15
Miami Beach Polo World Cup
Miami Beach: Now celebrating it’s 20th Edition, the world’s largest and most notable Beach Polo event features eight international teams and over 120 horses. The action packed weekend includes high goal polo matches showcasing some of the best players in the world, along with fun VIP and offsite events that fuse polo, fashion and luxury. Takes place on the pristine sands of Miami Beach. Info & tickets: 786-328-8058; miamibeachpolo.com.

November 13 – January 4
Christmas Wonderland
Miami: Cited as the largest holiday attraction in the US, this annual holiday extravaganza includes unlimited rides, live shows, games, hundreds of photo ops and more. Takes place M – Sa from 4 pm – Midnight and on Su from 4 pm – 10 pm at Tropical Park, 7900 SW 40th St. Info: & tickets: 866-404-2010; miamiwonderland.com.

November 13 – March 6
Christmas Luminosa: A World of Enchantment
Miami: This regaled outdoor lantern festival transforms Jungle Island into a 13 acre otherworldly realm where art, technology, and storytelling converge. A magical realm of light and imagination, Luminosa envelops you in jaw-dropping mystical ecosystems and fantastical landscapes that include towering illuminated sculptures, intricate silk lanterns, and interactive installations. Truly mind-blowing! Takes place on Su – Th from 5:30– 9:30 pm; and on F & Sa from 5:30 –10:30 pm at Jungle Island, 1111 Parrot Jungle Tr. Info: 305-400-7000; luminosamiami.com.

November 14 – 28
White Party Miami
Miami Beach: One of the world’s most iconic LGBTQ+ circuit events boasts a action-packed week of themed parties, pool events, and the legendary main event — a massive dance party where the dress code is, naturally, all white. Takes place various times and at venues throughout Miami Beach. Main event venue is Vizcaya Museum and Gardens, 3251 South Miami Ave. Individual event tickets range from $50 to $200+, with week-long passes also available. Info & tickets: miamiwhiteparty.com.

November 22 – January 18
Winter Wonderland at Losner Park
Homestead: This annual family favorite includes a Holiday Vendor Village, Outdoors Skating Rink, Holiday-Themed Activations, Craft Stations and lots of festive activities throughout the season. Various hours at Losner Park, 104 N Krome Ave. Info: 305-224-4400; cityofhomestead.com.

November 27 – January 3
7th Annual Winter Festival
Miami: Celebrate the season, country-style, with holiday hayrides, a 24-piece obstacle course, festive play zones, and more than 100,000 twinkling lights. Happens daily from 10 am – 6:30 pm. FYI: Open ’till 10 pm on F & Sa; and ‘till 8:30 pm on Su. Takes place at the Berry Farm, 13720 SW 216th St. Info: 305-560-0531; visittheberryfarm.com.

November 27 – 30
URGE Miami Thanksgiving Festival
Miami Beach: Thanksgiving Weekend rocks, rumbles and rolls during South Beach’s annual gay circuit party. Expect a non-stop weekend of pool parties, big-room nights, beachside social events and plenty of other wild events. Takes place at various venues throughout Miami Beach. Info: urgemiamifestival.com.

November 30
Coconut Grove Holiday Tree Lighting
Coconut Grove: Grab your favorite pair of holiday pajamas and head downtown for the Grove’s first-ever Golf Cart Holiday Parade followed by Santa’s arrival. Backdropped by a sparkling Snow Zone, the festivities include a Ballet Performance of the Nutcracker Suite, magic shows, caroling, and the Grand Lighting of the Christmas Tree and Hanukkah Menorah. Festivities kick off at 6 pm at the CocoWalk Plaza, 3015 Grand Ave. Info: coconutgrove.com.

December 5 – 26
Coconut Grove Holiday Market
Coconut Grove: Shop a curated selection of one-of-a-kind gifts, holiday treasures, and unique creations from local artisans, crafters and creative entrepreneurs. Festive live music and food vendors, too! Takes place every Sa and Su at Peacock Park, 2820 McFarlane Rd. Info: calendar.coconutgrove.com.

December 12 – 13;
December 19 – 20
Miami Beach Festival of Lights
Miami: One of Miami’s most theatrical Christmas events boasts a full live symphony orchestra, festive characters (Santa, the Grinch, Elsa), and a 20’ Christmas Tree. But it’s the cutting-edge projection-mapping light and music show screened on the façade of the Betsy Hotel that will truly blow you away! Showtimes: 6:15 and 7:15 on Sa, Dec 12 to Su, Dec 13; and again on Sa, Dec 19; 6:00 and 7:30and Su Dec 20, at the Betsy Hotel, 1440 Ocean Dr. info: miamimusicfestival.com.

December 31
New Year’s Eve Fireworks
Miami Beach: Ring in the New Year with live music, top deejays, oceanfront parties, and more during this free and family-friendly celebration. A dazzling fireworks display launches from the beach at midnight. Takes place along Ocean Dr, the South Beach beachfront, and the Lummus Park area.

December 31
Bayfront Park’s Miami New Year’s Eve
Miami Beach: Downtown Miami’s biggest New Year’s celebration includes endless cocktails, big-name performers, and a world-renowned fireworks display. Takes place from 6 pm – 1:30 am in Bayfront Park, 301 Biscayne Blvd. Info & tickets: miaminye2027.com.

January 3
King Mango Strut 2027
Coconut Grove: Over-the-top costumes, festive floats, and lively marching bands headline this quirky annual tradition that rings in the New Year and celebrates the Grove’s eccentric bohemian roots. Now celebrating it’s 43rd year, the parade kicks off from 2 – 6 pm at Commodore Plaza. The celebration continues all night long with live entertainment throughout the city. Info: kingmangostrut.org.

January 23 – February 28
Strawberry Festival
Miami: Celebrate strawberry season country-style with strawberry picking and weekend signature events that spotlight local chefs, breweries, pit-masters and more. Happens daily from 10 am – 6:30 pm. FYI: Open ’till 10 pm on F & Sa; and ‘till 8:30 pm on Su. Takes place at the Berry Farm, 13720 SW 216th St. Info: 305-560-0531; visittheberryfarm.com.

January 29 – 31
77th Annual Homestead Rodeo
Homestead: Known as the “Southernmost Rodeo” in the continental US, this annual shindig is a huge draw for top wranglers from across the country. A PCA (Professional Rodeo Cowboys Association) sanctioned competition, the rodeo kicks off an exciting 2027 season, which boasts 600 grueling competitions. Info & tickets: homesteadrodeo.com.

COMING SOON

February 11 – 15
Miami International Boat Show
Miami: As one of the world’s largest and most influential boat shows, this “progressive experience” creatively combines the fun of a carnival boardwalk with the timeless vibe of an old port town. Over 100,000 enthusiasts and 1,000+ vendors converge here for five days of mariner mania. Takes place at over six locations, including the Miami Beach Convention Center. Info: 945-676-1819; miamiboatshow.com.

February 19 – 21
57th Annual Everglades Seafood Festival
Everglades City: Grab your bib and head to Florida’s “Stone Crab Capital” for one of shell of a time. For three full days, you can feast on delectable dishes prepared by local chefs and seafood experts; kick back with live country music; shop the Arts & Crafts Marketplace; and feel the thrill of heart-stopping carnival rides. Opens on F from 4 – 10 pm; on Sa from 9:30 am – 10 pm; and on Su from 9:30 am – 6 pm. Takes place at 102 Copeland Avenue in front of City Hall. Info: evergladesseafoodfestival.org

OTHER FLORIDA HAPPENINGS

February 5 – 7
Artfest Fort Myers
Fort Myers: Southwest Florida’s Premier Art Festival celebrates its 27th anniversary, showcasing the works of over 200 nationally recognized artists. From the Art Yard and Art Under 20 to Chalk Block, hands-on activities, live entertainment, food, beverages, and more. Opening Night Party kicks things off on F from 6 – 9 pm and continues on Sa from 10 am – 5 pm and on Su from 10 am – 4 pm at Edwards Dr and Hendry St. Takes place throughout the historic downtown area with convenient parking and trolley service. Make it an Art Weekend with VIP Club tickets. Info: ArtFestFortMyers.com.

February 21
69th DAYTONA 500
Daytona Beach: Don’t miss the 68th running of “The Great American Race!” Historic performances, spectacular racing, unforgettable memories, and being here in person will stay with you for a lifetime. Takes place at Daytona International Speedway, at 1801 W International Speedway Blvd. Info: 800-748-7467; daytonainternationalspeedway.com.