Reintroducing the NYC Insiders’ Club: Where Smart, Savvy Women Celebrate Life with Style
After a pandemic pause, Cheryl Benton and Anne Akers are thrilled to relaunch the NYC Insiders’ Club — a vibrant sisterhood of women who live life with flair, curiosity, and connection. Originally launched in 2019, our club has hosted unforgettable adventures: private shopping soirées, cooking classes, tea at the Met, behind-the-scenes tours of Sotheby’s and The Players Club, and quarterly cocktail gatherings that sparked lasting friendships.
Now, the fun resumes — and it’s better than ever.
Membership Includes:
Exclusive Invitations to Insider Events
Join intimate gatherings (10–25 Tomatoes) for curated experiences that blend culture, luxury, and connection. Some events are complimentary, others ticketed — all unforgettable.
Quarterly Cocktails & Conversation
Join Cheryl & Anne at fabulous NYC spots for drinks and priceless conversation with fellow Tomatoes.
Member-Only Discounts & Giveaways
Enjoy exclusive offers on 3T events, products, and services — plus access to our coveted ticket giveaways (we always give away three!).
Connection, Camaraderie, and Community
Meet phenomenal women who share your zest for life, your love of NYC, and your passion for meaningful experiences.
Here’s a taste of what’s coming
Become a member and we’ll send you your invite.
Please note: Some of our upcoming events will be limited to smaller groups to ensure a more intimate experience. Invitations will indicate which ones are first come, first served—so be sure to RSVP early!
Sunday November 2. Private Tour of Printemps NYC
Printemps NYC is a dazzling new retail experience that brings Parisian elegance to the heart of Manhattan’s Financial District. Located at One Wall Street, this is the first U.S. outpost of the iconic French department store, and it’s far more than just a place to shop—it’s a sensory playground designed to surprise and delight. This curated experience will take us through the store’s most captivating spaces—and we can end the visit we have a private room for food and beverages in the Red Room. The tour is FREE. 11 am to Noon for the tour followed by Red Room.
🎭 Sunday, Nov. 16 @ 1:30 PM
Invitations will go out on November 6. Limit: 25 people.
Behind-the-Scenes Tour of the Metropolitan Opera House
Step into the magic of the Met with an exclusive backstage tour of one of the world’s premier performing arts institutions. You’ll visit scenic and carpentry shops, rehearsal rooms, dressing rooms, and the stage area — a rare glimpse into the artistry behind the curtain. Max 25 people.
$25 per person. Optional lunch or cocktails to follow with Cheryl & Anne.
iLa Luxury Spa Afternoon at Lotte New York Palace
Escape to Midtown’s sanctuary of holistic wellness at the ila Only Spa — the first of its kind in the U.S. Enjoy mini treatments like Red Light Therapy, Hyperbaric Oxygen, PEMF, and world-class massage. Plus, a special presentation by Immunocologies Karen Ballou on facial yoga and Blue Zone-inspired skincare rituals. Max 25 people,
Refreshments and lite bites included. Free for members.
🌟 More Insider Adventures Coming in 2026
Japanese Tea Ceremony • Arthur Avenue Culinary Tour • Governors Island Escape • Broadway Experience • Dance Party & Jazz Night and MORE
🎉 Ready to Live Life Like a True Insider?
Join today for just $200/year and start receiving invitations to our upcoming events. The club is intimate, the perks are fabulous, and the memories are waiting to be made.
👉 Join the NYC Insiders’ Club Now.
The tomato behind The Three Tomatoes.
Cheryl Benton, aka the “head tomato” is founder and publisher of The Three Tomatoes, a digital lifestyle magazine for “women who aren’t kids”. Having lived and worked for many years in New York City, the land of size zero twenty-somethings, she was truly starting to feel like an invisible woman. She created The Three Tomatoes just for the fun of it as the antidote for invisibility and sent it to 60 friends. Today she has thousands of friends and is chief cheerleader for smart, savvy women who want to live their lives fully at every age and every stage. She is the author of the novel, "Can You See Us Now?" and co-author of a humorous books of quips, "Martini Wisdom." Because she's lived a long time, her full bio won't fit here. If you want the "blah, blah, blah", read more. www.thethreetomatoes.com/about-the-head-tomato

