Anguilla's Most Trusted Name in Children's Care
Private swim lessons, professional childcare, youth sports, school programs, and vacation packages — trusted by luxury resorts and families across the island.
500+
Children Taught
8+
Years Experience
1
Life Saved
Excellent
Safety Record
Trusted by Anguilla's Finest
Anguilla Aqua Stars
Youth Swim Program
Community Partner
Lyme Seeds
Youth Football
Your Resort
Partner with us
8+
Years of Trust
The Person Behind the Promise
Meet Deanna Richardson
Deanna Richardson is the children's services professional that Anguilla's top resorts trust with their most important guests — families.
Partnered with Learn to Swim Anguilla for island-wide water safety — and with experience delivering swim lessons and kids' club programming at resorts including Manoah Boutique Hotel — Deanna has spent over eight years building the kind of reputation that luxury hospitality demands: impeccable credentials, warm professionalism, and the rare ability to make every child feel safe, capable, and genuinely cared for.
She launched Richardson Anguilla Experience because demand outgrew any single resort. Today, she serves families directly, partners with hotels and villa companies, and leads community water safety programs — all with the same standard of care that made her Anguilla's most recommended name in children's services.
CPR & First Aid Certified
Current certification
StarGuard Elite Lifeguard (2023)
Highest standard in aquatic safety
Certified Swim Instructor
Trained for all ages and abilities
Youth Coaching Certified
Sport-specific training credentials
WSI Certified Instructor
Anguilla Red Cross certified 2019 · teaching since 2018
Background Verified
Full background check on file
What We Offer
Services Built on Trust
Every service is backed by professional certification, luxury resort experience, and a genuine love for working with children. This isn't a side gig — it's a calling.
Private Swim Lessons
Water Safety Meets Caribbean Fun
Your child will learn to swim in some of the most beautiful water on earth — guided by a StarGuard Elite certified instructor who has literally saved lives. From first splashes to confident open-water strokes, every lesson is built around safety, technique, and genuine joy.
Pricing
- Ages 3–5 — $50/hour
- Ages 6–18 — $75/hour
- +$25/hour each additional child
- Private & semi-private sessions available
- Ages 2 and up — beginners to advanced
- StarGuard Elite & lifeguard certified
- Beach, resort pool, or your private villa
Professional Childcare
Your Vacation, Their Adventure
Enjoy Anguilla knowing your children are with someone trusted by the island's finest resorts. Whether you need a few hours for dinner at Veya, full-day care while you explore, or evening babysitting at your villa — Deanna provides attentive, enriching, and completely trustworthy care.
Pricing
- $50/hour
- +$25/hour each additional child
- CPR & First Aid certified
- Hotel, villa, yacht, or beach
- Engaging activities — not just screen time
- Trusted by returning families year after year
Youth Sports & Fitness
Building Athletes, Building Character
More than drills — this is mentorship through sport. Deanna's coaching develops footwork, agility, and game sense while instilling discipline, teamwork, and the confidence that comes from earning every improvement. Perfect for vacation kids who want to stay active.
Pricing
- $75/hour
- +$15/hour each additional child
- Football, fitness & general athletics
- Ages 5–16, all skill levels
- Individual & small group training
- Flexible scheduling for visiting families
Water Safety Programs
Every Child Deserves to Be Safe in Water
In partnership with Learn to Swim Anguilla, Deanna leads group water safety programs that serve the entire island. From resort-hosted clinics to community swim days, these programs ensure every child — visitor or local — has the skills to be safe around water.
- Learn to Swim Anguilla partnership
- Group programs & seasonal camps
- Resort-hosted clinics available
- Community-focused, island-wide impact
Vacation Packages
Multi-Day Experiences for Visiting Families
The smartest families book Deanna before they land. Our curated vacation packages combine swim lessons, childcare, and activities into seamless multi-day experiences — so your children have the trip of a lifetime while you actually get to relax.
- Half-Day Experience — swim lesson + supervised beach play
- Full-Day Adventure — morning swim, afternoon activities, lunch supervision
- Weekly Family Package — daily sessions, flexible mix of services
- Custom packages available for extended stays
School Programs & Training
Empowering the Next Generation
Beyond private clients, Deanna brings her expertise directly into Anguilla's schools. From water safety education to youth fitness and student mentorship, she facilitates programs that build life skills, confidence, and community resilience — the same professionalism and care she brings to every family she serves.
- Water safety education for school groups
- Youth fitness & athletics programs
- Student mentorship & leadership facilitation
- Available for all schools across Anguilla
In Their Words
Families Trust Deanna
The best recommendations come from parents who've been there. Here's what they say about working with Deanna.
“Deanna's quick thinking and lifeguard training saved a child at the beach. That's not a testimonial — it's a fact. Her instincts, her calm under pressure, her skill — she is the person you want watching your children near the water.”
Learn to Swim Anguilla
Community Partner
“We've come back to Anguilla three years in a row, and Deanna is the reason we can actually relax. Our kids run to her the moment they see her. She's not just a babysitter — she's family to us now.”
Sarah Chambers
Returning Villa Guest
“The progress our young swimmers made under Deanna's guidance was remarkable. She combines real technical skill with a warmth that makes children feel safe enough to try things they were afraid of. That's a rare gift.”
Anguilla Aquastars
Youth Swim Program
“I've worked alongside Deanna since 2018, when she began teaching as an assistant coach through the Anguilla Red Cross. She earned her Water Safety Instructor certification in 2019 with near-perfect scores and has volunteered hundreds of hours teaching children to swim — often at her own expense. Her dedication, professionalism, and teaching skill are exceptional.”
Frank Cannon
Water Safety Instructor Educator, Anguilla Red Cross
Good to Know
Questions Parents Ask
Everything you need to know before booking. Don't see your question? Message Deanna — she's happy to help.
How far in advance should I book?
For peak season (December–April) and holidays, two to four weeks ahead is ideal — those dates fill quickly. For other times, a week's notice usually secures your preferred times. When in doubt, message Deanna directly; she'll always try to make it work.
Where do the sessions take place?
Wherever your family is staying. Deanna comes to your resort pool, private villa, or a calm beach, and also runs sessions through Learn to Swim Anguilla. Service covers the entire island, so there's no need to arrange transport for the kids.
What ages and skill levels do you work with?
Swim lessons start at age 2 — from first splashes to confident open-water strokes — and youth sports run roughly ages 5–16. Childcare is available for infants through teens. Every plan is tailored to your child's age, comfort, and goals.
Are you certified and insured?
Yes. Deanna is a StarGuard Elite certified lifeguard, a Red Cross–certified Water Safety Instructor (2019), and holds current CPR & First Aid certification. She is background-verified and has been teaching children to swim since 2018.
How do I pay, and what does it cost?
Swim lessons start at $50 per hour (ages 3–5) and $75 per hour (ages 6–18), youth coaching is $75 per hour, and childcare is $50 per hour — each with a small per-additional-child rate. Multi-day vacation packages start at $250. Message Deanna for a quick, no-obligation quote.
What if our plans change or the weather turns?
Life and weather happen. Sessions can be rescheduled with reasonable notice, and Deanna will always prioritize your children's safety — moving a beach session to a pool or another time whenever conditions call for it.
Partner With Anguilla's Top Children's Services Provider
Your guests expect world-class everything — including childcare. Offer them a certified, insured, background-verified children's services partner they can trust completely.
Guest Swim Programs
Poolside and beachside swim lessons for resort guests of all ages. Scheduled sessions or on-demand availability.
Kids Club & Activities
Structured children's programming that gives parents freedom while keeping kids engaged, active, and supervised.
In-Villa Childcare
Professional childcare for villa rental companies to offer their guests. Evening, half-day, and full-day options.
Water Safety Clinics
Branded water safety events that add value to your property's family programming and demonstrate guest commitment.
Whether you need a contracted children's services provider, a recommended vendor for your concierge list, or a partner for seasonal programming — let's talk about how Deanna can elevate your guest experience.
Discuss a Partnership
Booking Your Anguilla Trip?
Reserve Deanna before you arrive. Peak season fills up fast, and the families who plan ahead get the best availability. Your children will have the time of their lives.
Reserve Your Dates→Let's Connect
Reserve Deanna Before You Arrive
Whether you're a family planning your trip, a villa concierge, or a resort looking to partner — Deanna responds quickly and is flexible with scheduling.
Message Deanna Directly
The fastest way to book. Send a quick WhatsApp message with your dates and what you need — Deanna replies personally, usually within hours.
Chat on WhatsApp→+1 (264) 581-8425
RichardsonAnguillaExperience@gmail.comLocation
Anguilla, British West Indies
Service across the entire island
Availability
7 days a week
Book in advance for peak season
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