Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Sunset Watersports: Father's Day Weekend Discounted Daily Excursions
Community Event
All Aboard for Dad's Day Deals!
Sunset Watersports is Key West’s Original Watersports Company creating the island's best experiences to provide to our guests. This Father's Day Long Weekend enjoy snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, eco adveres & more! Book today to make your Dad's day distinctive and unforgettable!.
Sunset Watersports
305-296-2554
Summer Solstice Celebration -- 20 magical Key West evenings in June
Community Event
Every evening in Key West, locals and visitors gather at the waterfront Mallory Square for the world-famous Sunset Celebration, to enjoy the unique gathering of skilled artisans, exciting performers, and local vendors -- and to toast the setting of the sun. Beginning June 1, a colorful series of special events and performances will take place nightly, leading up to the June 20 Summer Solstice, the official first day of summer.
The Summer Solstice Celebration at Mallory Square is presented in part by the Key West Cultural Preservation Society and the Monroe County Tourist Development Council. For event information, visit sunsetcelebration.org.
Reef Relief International Ocean Film Festival
Educational Event
A curated ocean-themed lineup of the most compelling, innovative short films from filmmakers around the world.
- Interactive Reception: 5:00pm - 6:00pm
- Film Viewing: 6:15pm - 7:45pm
- Panel Discussion: 7:45pm - 8:15pm
Proceeds support Reef Relief's Education and Conseration Programs.
Tickets available at www.reefrelief.org
SBDC at FIU: Win More Customers: How to Brand Your Food Business Webinar
Educational Event
SBDC @ FIU Business Webinars Presents: Win More Customers: How to Brand Your Food Business with Michelle Caba
Start: Jun 6th 10:00 PM
End: Jun 7th 1:00 AM
500 Block of Fleming Street to Grinnell Street
Key West
FL
33040
First Fridays on Fleming
Community Event
Celebrate with local business owners for First Fridays on Fleming - a monthly 'shop local' evening stroll along historic Fleming St in Key West.
Vibrant boutiques, galleries, antique stores, artist studios, restaurants, a cocktail lounge, bookstore, yoga sanctuary & other creative businesses open their doors from 6-9pm on the 1st Friday of every month. From the 500 block all the way to Grinnell St.
Enjoy exhibition openings, jewelry trunk shows, book signings, plein-air painting, libations and tastings, live music, special offerings + seasonal events.
First Fridays on Fleming include the Fab 500 Block, home to a dozen locally-owned businesses and the original First Fridays.
More than a dozen businesses open their doors from 6-9pm every First Friday. Join us every month and show your love of local.
From all of us on Fleming Street, we look forward to seeing you!
2025 Annual Key West Pride
Annual Event
Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with friends, travel with family, or get lost in the magic of our tropical island, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world. Show us your pride, we will show you our Key West Pride!
June 22 - June 29, 2025
Please visit the Key West Business Guild webapge for the Schedule of Events
The 49th Annual Swim Around Key West
Annual Event
The 49th Annual Swim Around Key West online registration is officially open and closes April 24, 2025 at midnight.
This swim is the historic, classic “around–the-Island” swim begun in 1977 by Anna Fugina. Anna had suffered injuries from a car accident and she chose to begin swimming as therapy to assist in her recovery. As her health improved, so did her swimming ability and love for the sport.
Anna wondered if it was possible to swim the circumference of the Island of Key West. Though she inquired, she could find no evidence that anyone had even attempted the challenge, much less completed the swim. She concluded that someone had to be the first, so on July 4th she entered the water at Mallory Square at Key West Harbor. She completed the swim in 12:59:00. Later, she found that if she studied the tidal current, the swim would be an easier task. Anna swam again in 1978 and improved her time considerably, finishing at 8:00 hours.
The current record finishing time is 3:31:28 set by Gabe Lindsey in 1999. Any first-place swimmer who beats that record time will be rewarded with $1,000 at our awards ceremony following the Swim. Every entered swimmer will receive a technical t-shirt listing the overall first place swimmers and their finish times from 1977 to present.
Florida Keys SPCA: Key West Minster Dog Show Presented by Tito's Vodka
Community Event
Key West Minster Dog Show – A Benefit for the Florida Keys SPCA!
Join us for a paws-itively amazing day at Sunset Pier on June 7th from 11 AM to 3 PM for the Key West Minster Dog Show benefiting the Florida Keys SPCA, hosted by Key West Comedy Club with Presenting Sponsor Tito’s Vodka!
Location: Sunset Pier, 0 Duval St.
Entry Fee: $10 per category
Get ready for tail-wagging fun with our fantastic lineup of doggy contests!
Categories:
- Best Underbite
- Puppy Love (Under 1 Year)
- Veteran Dog (Over 8 Years)
- Lowest Rider
- Floppiest Ears
- Most Likely to Steal a Fish
- Best Butt Wiggle
- Biggest Attitude
- Best Dressed
- Most Unlikely to Get Lost in a Crowd
- Best Dog/Owner Look-Alike
- Terrific Trick
- Big and Beautiful
- Best Name
- Best Sausage Catcher
- Coolest Key West Costume
Enjoy Special Activities!
- Special Judges to crown our furry champions!
- DJ spinning tunes all day!
- 50/50 Raffle for a chance to win big!
- Silent Auction with amazing prizes!
- Kissing Booth for smooches from adorable pups!
- Pup Cups for your furry friends!
More details to follow soon! Stay tuned!
Don’t miss out on the ultimate celebration of our four-legged friends! Every wag and woof helps support the Florida Keys SPCA and the pets in our care.
See you and your pups at Sunset Pier!
Start: Jun 21st 1:00 PM
End: Jun 21st 4:00 PM
Key West Botanical Garden Society
5210 College Road
Key West
FL
33040
Native Plant Sale at the Key West Tropical Forest & Botanical Garden
Community Event
Native Plant Sale!
Ready to take your island garden to a new level? Start with our experts in the Garden’s Native Plant Nursery. Every third Saturday we are here to help you choose the right native plants and trees for our Zone 11 gardens.
Master Gardeners will be on site to answer any plant questions. The Nursery has 160 species of native trees, shrubs & vines available including Native & Cuban palms, and vegetable plants. There are more than 2,000 plants which attract birds, butterflies and other pollinators in 1-gallon to 15-gallon pots. Key West Botanical Garden members receive a 15% discount. Memberships are available on site. The Garden is a 501 (c) 3 non-profit corporation and all proceeds directly benefit the Garden’s conservation program.
Our Garden Guardians cultivate hundreds of Florida Keys native plants and trees designed to flourish in our Zone 11 sub-tropical climate. Not only are they beautiful specimens, but our native plants are salt and drought tolerant, require minimal care and will work for every type of island landscaping.
The Nursery has 160 species of native plants available including Native & Cuban palms, Tomato and Pepper plants. The total nursery inventory totals more than 2,000 plants which attract birds, butterflies and other pollinators in 1-gallon to 15-gallon pots. Key West Botanical Garden members receive a 15% discount. Memberships are available on site. The Garden is a 501 (c) 3 non-profit corporation and all proceeds directly benefit the Garden’s conservation program.
On the third Saturday of each month, our experts are on hand to help you choose the right combination to take your tropical garden to the next levels. We will assist with selection, help you understand the care needed and guide you each step of the way.
WHEN: 9 a.m.-Noon, third Saturday of each month.
VOLUNTEER: We welcome Garden Guardian volunteers willing to work with us each Wednesday and Saturday. You can register here: https://www.keywest.garden/become-a-volunteer/
History of Diving Museum: Free Immerse Yourself Presentation - Diving and Salvage Operations
Educational Event
Join the History of Diving Museum as it hosts Michael Carr, US Army Watercraft Master and Navy Diving and Salvage Officer. Michael will present on several salvage operations he participated in, as well as the physical and emotional demands on divers working on such wrecks. Presentation will be both in-person and virtual, and take place at 7 PM on June 18th at the History of Diving Museum, 82990 Overseas Hwy (MM 83 Bayside). Donations welcome. Info: (305) 664-9737; www.divingmuseum.org
History of Diving Museum: World Oceans Day Tours
Community Event
Join the History of Diving Museum at 11 AM and 2 PM for a special guided tour of the exhibits! The tour is included in your admission price. June’s tours will be held in honor of World Oceans Day, and highlight pioneers in marine conservation such as William Beebe and Rachel Carson.
Start: May 17th 3:00 PM
End: Sep 1st 4:00 AM
History of Diving Museum
82990 Overseas Hwy
Islamorada
FL
33036
History of Diving Museum: Admission Specials - Blue Star Museums
Community Event
To honor and thank those serving in the military, on Armed Forces Day the History of Diving Museum will hold complimentary guided tours included with your admission ticket. These will take place at 11 AM and 2 PM on Saturday, May 17. This date also marks the beginning of the 2025 Blue Star Museums Program, which offers free admission to active duty military and up to five members of their family. Blue Star Museums begins on Armed Forces Day, Saturday, May 17 and ends on Labor Day, Monday, September 1.
The College of the Florida Keys' Swim Around Key West 2025
Annual Event
Embark on an adventurous swim with the Swim Around Key West - 12.5 loop around the island with fantastic landscape views of Key West and swimming in the pristine waters. Compete in different categories of either a solo swimmer, a solo swimmers with fins, a solo swimmers using a mermaid tail or a monofin or gather your friends and compete in the relay category of a 2 person, 3 person, 4 person, 5 person or 6 person teams. Not interested in the full island swim? Try some of the smaller races offered - 6.1 mile swim, a 2 mile swim, a 1 mile swim or an 800 yard swim.
A variety of events are planned beginning on June 13, 2025 with a packet pick up and a chance to watch mermaids and get a chance to transform into a mermaid/merman. June 14, 2025 is the Swim Around Key West day OR the smaller Open Water races. On June 15, 2025 there is a USA sanctioned swim meet. Many different races for all types of swimmers. Hope to see you at this fun filled event!
For more information please contact Lori Bosco at lori.bosco@cfk.edu
2025 Annual VFW Fishing Tournament
Annual Event
VFW’s annual fishing tournament returns with over $75,000 in cash and prizes. The big change for 2025 will be that all registered boats are able to fish two days, with no separate registration required for each fishing day. Tournament events are held at the VFW post at 2200 N. Roosevelt Blvd.
Hooky Holiday
Community Event
Playing Hooky in June!
We’re sneaking away for a much-needed Vitamin Sea day at Snipes Key—and you’re invited! Join us after noon for live music, networking, and fun in the sun (with your boss’s permission, of course).
We’re also looking for sponsors for this epic event, which will be broadcasted! If you’re interested in supporting this great networking opportunity, reach out today! This is also a charitable event, let’s give back to the community with some fun!
Hosted by Kristen Eklund with Coast2Coast Mortgage & Your Professional Network. See you on the water!
RPAC the Courts Pickleball Tournament
Community Event
Start: Jun 13th 10:00 PM
End: Jun 14th 12:00 AM
The Greeen House Corporation
3128 N. Roosevelt Blvd
Key West
FL
33040
The Greeen House: Kitten Extravaganza Week - Kittens & Kush
Community Event