Tag Archives: Key West Henna

CrazyFaces FacePainting & Body Art Parties and Events Philly to Key West FL

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Did you know that CrazyFaces began in Delaware County PA over 20 yrs ago by owner and lead artist Jennifer Montgomery? Her vision and intuition lead her to pursue her art and happiness. The intention was to do what she loves and create colorful memories wherever she goes. Fast forward to 2026, CrazyFaces has grown and expanded from a 1 person small business to a team of amazing artists serving the Philly Tri-State Area , Tampa Bay, FL and Key West FL . Over the years, CrazyFaces has brought together emerging and established artists whose impressive face and body artwork amazes clients and partygoers from Philadelphia PA to Key West FL . From festive birthday parties to larger events like Fantasy Fest , Sugar Sand Festival , Chasco Fiesta and more…… each event invites us to create colorful memories and connect with our amazing clients. Look to CrazyFaces for the most amazing face and body art services at any of our service locations in the US!

CrazyFaces FacePainting and Body Art for parties and events from Philadelphia PA to Key West, FL www.jennifermontgomery.net

CrazyFaces Face Painting & Body for parties and events in Philadelphia PA, Tampa Bay and Key West, FL

Face Painting , Henna and Hair Wraps for Upcoming Events in Clearwater FL

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Happy New Year !!! You can find us painting faces, henna tattooing, and hair wrapping in Clearwater at the Duck n Jeep event at Coachman Park on January 24, 2026 from 10am-4pm!!! www.JenniferMontgomery.net

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Contact us to book face painting , henna , airbrush and more for your next party or event in the Tampa Bay area. Also serving the Philadelphia Tri- State area and The Florida Keys ! Call/Text 610.764.0853 or visit us online at www.jennifermontgomery.net

Contact us to book face painting , henna , airbrush and more for your next party or event in the Tampa Bay area. Also serving the Philadelphia Tri- State area and The Florida Keys ! Call/Text 610.764.0853 or visit us online at www.jennifermontgomery.net

Henna Artist Tampa Bay FL/Pinellas County, Pasco County, Hernando County Florida

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Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

NEW Henna Body Art designs by Henna Artist Jennifer Montgomery in Clearwater Beach FL at  Pier 60 . For booking in the Tampa Bay Area Contact Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Available in Pinellas County , Pasco County, Hernando County and Citrus County FL as well Monroe County . www.JenniferMontgomery.net 

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Henna Artist Philadelphia-Tampa Bay-Key West

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Jennifer’s henna designs are nothing short of breathtaking. From traditional motifs to contemporary creations, her artistic range knows no bounds. With precision and expertise, she weaves intricate patterns, delicate florals, and mesmerizing geometric shapes onto the skin, creating captivating masterpieces that are truly one-of-a-kind. Whether you seek henna for a special occasion, wedding, or simply as a form of self-expression, Jennifer’s designs will leave you in awe.
www.jennifermontgomery.net
610.764.0853
Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Clearwater FL Pier 60 Henna Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Find Jennifer offering her henna and other body art at various locations in Florida including #clearwaterflorida at #sunsetsatpier60 , Key West at @mallorysquare for @sunsetcelebrationmallorysq and also In Pennsylvania at various festivals and events such as @themushroomfestival Www.jennifermontgomery.net
#hennaartist#henna#delawarecountypa #delawarecounty#keywest#clearwaterbeach #floridakeys#milezero#southernmostpoint #philadelphiahenna#philadelphiahennaartist

Tampa Bay Area Face and Body Art Upcoming Events!!!

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Hey everyone! As the summer closes out and the fall approaches, there’s lots of fun events I’ll be participating in around the Tampa Bay Area in September and October!
September 2 First Friday Tarpon Springs FL
September 3 GeckofestGulfport FL
September 10 Sertoma Family Fun Day New Port Richey FL
September 17 Moon Market Land O Lakes FL
September 18 Gulf Trace Community Market Holiday FL 10am-2pm
September 25 Power Boat Races Pier 60 Clearwater FL
10am-9pm
October 15 Heroes Festival Port Richey FL Waterfront Park 10am-2p
October 29 Stonehaven Halloween Event New Port Richey FL 5-8pm

September 12-15 Key West Available for private henna or body art bookings

Tampa Bay FL Face Painting, Henna, Hair Wraps Pasco County New Port Richey Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Tampa Bay FL Face Painting, Henna, Hair Wraps Pasco County New Port Richey Artist Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia-Clearwater_ Tampa Bay- Key West 610.764.0853

Willie Nelson in Key West Henna !

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Last night was the Willie Nelson concert in Key West! We had such gorgeous night to have Willie on stage on the island. I was so grateful and happy to be there to offer my henna tattoos and hair wraps to Willie’s fans:) I felt so inspired to be a vendor and be a part of the energy of an American music legend! Seriously , 86yr old Willie Nelson rockin out on stage still! Amazing energy! Heres a few pics from the night in Key West!

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Key West Henna Artist Willie Nelson Concert with Jennifer Montgomery of CrazyFaces Face Painting and Body Art Philadelphia , Miami, Key West 610.764.0853

Henna Happiness at Namaste Key West

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Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

So I recently found a new awesome wellness center in Key West called Namaste Key West. I absolutely LOVE this place. I had been silently hoping for a place just like it close to me where I could go to connect with like minded “woke” creatives. After riding by several times and also stopping by at times it wasn’t opened- I was determined and finally decided to take it a step further. I decided I would get info online. With the help of FaceBook,I was able to connect with Namaste Owner,Shanda. What a blessing and breath of fresh air THAT was! She is so sweet, friendly, gentle and kind:) I was immediately inspired and offered to collaborate with my henna and other art and she was so receptive and excited. I was excited too and still am! I rode my bike later that day to meet her and just loved the space at Namaste. I feel so good each time I visit. Tuesday nights Namaste offers free sound healing sessions from 7pm-8pm…. THEY are incredible:) Its a sacred space for connection and sound healing leaving me feeling renewed and invigorated each time. This past weekend was the grand opening/ gratitude party…. I attended with henna as my gift to everyone at the party!

Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

I had such a wonderful time sharing with everyone that wanted henna…. some received henna for the very first time which was amazing. I love what I do, I’m sure I’ve said it a bazillion times. My art connects me to others that I may not otherwise reach or be reached by- for this I know I am of purpose and that feels good to me.

Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

Florida Keys Key West Henna Body Art by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

For henna body art in Key West and The Florida Keys contact Jennifer Montgomery of CrazyFaces FacePainting and Body Art Philadelphia|Miami|Key West call 610.764.0853 www.jennifermontgomery.net

Upcoming Face and Body Art Events September 2019 Philadelphia to Key West

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Since the summer is practically behind us…. time to look ahead to Fall and events in September! Theres quite a bit on the horizon and for some of the time I’ll be personally in PA body arting:) Here you go:
September 1
Henna and Hair Wraps
C-GypSea Art Studio & Gallery
515 Highway 17 South
San Mateo, Fl 32187
September 7th and 8th, Kennett Square Mushroom Festival- Kennett Square PA
September 14
Devon Horse Show- Devon PA
September 15
Radnor Fall Festival, Wayne PA 1-5pm 6 CrazyFaces Artists

Fridays AND Saturdays at Hawks Cay is continuing through the summer with a BIG Labor Day Weekend event on August 31 on the property! You can find me there on Friday starting at 3:30pm – 7pm and on Saturdays 12-4pm ! Contact me for details!

NEW THIS FALL!!! Henna and Hair Wraps at the stunningly beautiful Isla Bella Beach Resort in Marathon , FL . Stay tuned for upcoming dates and times beginning in October:) I love that this resort has a cute little dog park for furry members of the family, so cute:)

Fantasy Fest Bookings!

Book your 2019 Fantasy Fest Body Painting and Zombie Bike Ride Make-Up Appointments NOW! Just 65 days left! Remember, I paint at YOUR location this year 🙂 Contact me for details, availability and pricing:)
www.jennifermontgomery.net

Interested in having CrazyFaces Face and Body Art at YOUR event, party,festival or resort? Contact Jennifer for details and the best fit for you! We love to party and see smiles by sharing our face painting, henna, airbrush tattoos, body paint and hair wraps:)

Henna Crowns for Healing with Cancer and Chemotherapy Patients

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Florida Keys Key West Henna Crown by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

Florida Keys Key West Henna Crown by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

I love body art because its an art form that reaches so many regardless of age age,genders and economic class. Its an enormous reason I LOVE what I do. The fulfillment I feel as I am sharing this art gift and making people happy is profound. We are all human and on this journey together. I was recently given the opportunity to do henna for a lovely soul in the Florida Keys that is working through a Cancer diagnosis. I can only hope that the short time I had with her sharing my art made her feel special and happy:) I know its always a humbling experience for me, as we never know how long we have on this Earth. Its my mission in this life to simply do what brings me the greatest joy and be happy and love:) I wish the same for all of you:) Please contact me for info regarding Henna Crowns for Cancer and chemotherapy patients….. I’d love to share info on this:) Henna Artist Jennifer Montgomery of CrazyFaces FacePainting and Body Art Philadelphia, Miami and Key West FL www.jennifermontgomery.net

Florida Keys Key West Henna Crown by Henna Artist Jennifer Montgomery in Key West of CrazyFaces FacePainting Philadelphia Miami Key West

Face Painting and Henna Florida Keys Celtic Festival

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Coming in January 2019 ….The Florida Keys Celtic Festival in Marathon Florida ! CrazyFaces Face Painting and Body Art will be participating with face painting, henna and hair wraps and hair feathers! We missed last year because of Hurricane Irma but am really excited to be participating in 2019 for a fantastic Irish themed event! We’ll have lots of green glitter, hair feathers and green, orange and white for hair wraps too! For more information about face painting, henna and body art in the The Florida Keys contact Jennifer Montgomery of CrazyFaces FacePainting and Body Art 610.764.0853