Tropical Painting, Yoga & Wellness Retreat in Puerto Rico
January 24–31, 2026
Join artists Jennifer Orkin Lewis (August Wren) and Gayle Kabaker for a transformative week of creativity, relaxation, and connection. This Tropical Painting, Yoga & Wellness Retreat is more than just a getaway—it’s a chance to immerse yourself in art, nature, and self-care. This year, we are thrilled to welcome yogi goddess Chloe Ward, who will guide us through daily morning yoga, evening meditation, and Yin yoga sessions.
What to Expect:
Daily morning yoga to awaken your body and mind, as well as evening meditation and Yin yoga
Painting and drawing sessions inspired by lush tropical surroundings—vibrant foliage, delicate flowers, towering bamboo, and more
A scenic day trip to a breathtaking beach one hour away, where we’ll paint, draw, and soak in the beauty of the ocean
Exploring the art of painting water and deep dives into other topics that inspire the group
A community of like-minded artists who find joy in discovering new colors, forming meaningful connections, and sharing creative energy
Incredible chef-prepared meals, fresh, organic, and locally sourced. The on-site restaurant offers delicious vegan, vegetarian, and pescatarian options
Opportunities for relaxation and self-care, including massage, reflexology, facials, Reiki, card readings, and private yoga sessions with Chloe
A Place to Reconnect with Nature
Whether painting under the shade of a mango tree, meditating in the peaceful valley, or taking a refreshing dip in the saltwater pool, this retreat is designed to inspire and rejuvenate.
Weather
In January, Puerto Rico offers the perfect climate—warm days in the 70s and 80s°F, cooler breezy nights, and occasional refreshing rain showers.
Location
Once a thriving coffee plantation, this enchanting mountainside retreat is now the perfect haven for artists seeking inspiration. Surrounded by lush greenery and bathed in golden light, the landscape itself is a masterpiece waiting to be captured in your sketchbook. The rustic charm of rough-hewn wood and natural textures creates a warm, inviting atmosphere, while the gentle murmur of the river and the chorus of tree frogs provide a soothing soundtrack to your creativity. Each cozy cabin features a private porch with a hammock—ideal for sketching, daydreaming, or simply soaking in the tranquil surroundings. Come immerse yourself in nature’s beauty and let your creativity flow in this truly inspiring setting.
What's Included
+ Art classes with Jennifer & Gayle
+ Individual instruction & demonstrations
+ 7 nights of accommodation
+ Exclusive use of the retreat venue
+ All meals: 7 breakfasts, 6 lunches, and 7 dinners prepared by our private chef
+ Welcome & farewell dinners
+ Daily yoga & meditation sessions
+ Day trip to a gorgeous beach
+ Round-trip transportation from Luis Muñoz Marín International Airport (Jan 24 & 31 at preset times)
+ Private WhatsApp group for participants (one month before retreat)
+ Pre-retreat Zoom call (two months in advance)
Extras (Available On-Site)
* Shamanic Healing with Chloe
* Massages, reflexology, Reiki & facials
Not Included
- Airfare
- Travel insurance
- Art materials (a detailed list will be sent five months before the retreat)
- Tips for staff
- Personal expenses
What to Pack
Art supplies (a suggested materials list will be provided)
Yoga gear (comfortable clothing for movement)
Layers for the evening
Swimsuit (for the pool and beach trip)
Hiking shoes/sneakers (for nature walks)
Sandals (for lounging)
Sunscreen (a must-have!)
This is a very casual retreat—you can even paint in your bathing suit!
Cuisine
Our on-site farm-to-table restaurant serves delicious, organic, and locally sourced meals with vegan, vegetarian, and pescatarian options.
Excursion
Mid-week day trip to a stunning beach about an hour away, where we’ll paint, relax, and soak in the beauty of the ocean.
Retreat Program
Spend 7 nights and 6 full days immersed in creativity and self-care. Each day begins with yoga, followed by a delicious breakfast, painting, and drawing sessions. Afternoons include free time, wellness offerings, and more painting before evening meditation and Yin yoga with Chloe.
DAY #1: ARRIVAL & OPENING CEREMONY
DAYS #2 & #3: DAILY PAINTING AND FLOW
DAY #4: BEACH DAY TRIP
DAYS #5 & #6: DAILY PAINTING AND FLOW
DAY #7: DAILY PAINTING AND FLOW; CLOSING CEREMONY
DAY #8: DEPARTURE
Rooms & Accommodations
Each room is designed in a boho-chic style with:
• Organic bedding
• Turkish robes
• Overhead fan & natural mountain breeze (no AC needed!)
• Private en-suite bathroom
• Private balcony with a hammock—perfect for reading
Room Options:
Single Room – Queen Bed (15 available)
Double Room – 2 Full-size Beds for 2 people to share. (3 available)
Pricing & Payment
Prices start from $4650, depending on your room choice.
Non-refundable deposit of $500 required to reserve your spot
Final balance due two weeks after booking.
This retreat is for participating painters only.
Join us for this unforgettable retreat!
Book Your Spot!
Click the "Book Now" button to reserve your place.
Once your deposit is paid, you will receive a confirmation email within 3 days.
If not, please contact paintwithgayleandjennifer@gmail.com
What People Are Saying About Gayle & Jennifer
play & have fun!
“Gayle and Jennifer’s teaching philosophy—‘play and have fun’—helped me move past self-judgment and truly enjoy experimenting with my art. Their support and encouragement made this an unforgettable experience.”
“As a teacher who incorporates art into my core curriculum, I find endless inspiration in Jennifer and Gayle’s workshops. Their passion, experience, and warmth make learning from them an absolute joy.”
“Jennifer and Gayle are a perfect pair—like peanut butter and jelly! Their different styles complement each other beautifully, and their workshops are both playful and deeply inspiring.”
AHHHmazing!
“Jennifer and Gayle are AHHH-mazing! Their different styles complement each other so well, and it was inspiring to watch them paint the same subject with unique approaches. Whether you’re a beginner or an experienced artist, you’ll learn so much while having a blast. I can’t wait for my next retreat with them!”
What People Are Saying About Chloe Ward
We were lucky to have Chloe as our yogi at our Portugal retreat last year. We found that starting each day with her amazing yoga classes & meditation, we were open to so much inspiration! Here’s what some of our participants had to say about her:
magic
“Starting each day with Chloe’s yoga set the perfect tone. By the second session, I knew I could trust her to help me rebalance my energy, which allowed for greater creative freedom in my art. This combination resulted in magic that lasted long after the retreat.”
“With Chloe’s patience and guidance, I embraced yoga for the first time during an art retreat in Portugal. It became a transformative practice for me, helping me work through grief and improve my overall well-being.”
“Chloe’s positive vibe is infectious! She has a truly unique life force that draws people to her. Yoga and meditation with her is an experience not to be missed.”
Give yourself the gift of a week immersed in art, yoga, and the beauty of Puerto Rico!
Join us for this unforgettable retreat!
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Non refundable booking:
Kindly be aware that all bookings are nonrefundable. Once payment has been made, it is regarded as final.Retreat cancellation:
If the retreat is canceled by Gayle & Jennifer due to force majeure events or circumstances out of their control, they will let you know as soon as possible and refund the total cost of the retreat.Cancellation insurance:
Participants are required to purchase travel, medical, and cancellation insurance for protection against any circumstances that might require cancellation or change of travel arrangements. This insurance should cover any potential losses incurred due to cancellation or no-show, including but not limited to medical emergencies, travel disruptions, or personal circumstances. We are not affiliated with any travel insurance providers. It is your responsibility to secure appropriate insurance coverage that includes trip cancellation and interruption protection. We highly recommend reviewing the terms and conditions of your chosen insurance provider to understand the coverage and claim process.