Skip To Main Content Skip To Footer

4-Day Sample Itinerary Winter Holidays in Paradise

Concierge Phone | 844.207.9354

Itinerary Highlights

Discover all there is to do at Chileno Bay over the winter holidays. Sip a morning mimosa by the Sea of Cortez, breeze through a round of golf surrounded by a spectacular Baja backdrop, or gather your family for a private meal with a personal chef in the comfort of your villa. Read on to explore all the ways to make the most of the festive season here.

Ideal for families

Day 1

Morning & Afternoon

Our dramatic centerpiece 150-yard resort swimming pool is separated into three tiers: a children’s pool at the top, a family pool at the center, and an adult pool at the bottom. Book a private poolside cabana experience - complete with personal butler - to watch the little ones play while you savor a mouth-watering menu and soak up the Baja sun.


Chileno's signature restaurant is COMAL, an open-air restaurant overlooking the Sea of Cortez. Offering a fresh, contemporary take on regional Mexican and Latin-American cuisine and a unique selection of local artisanal tequilas, agave spirits and cocktails created, this is a dinner experience not to be missed.

Day 2


Race the little ones on our Slip n’ Slide Race at La Playita Beach.


Set sail to some of Cabo’s most gorgeous spots, including the distinctive El Arco and Lover’s Beach. Keep your eyes peeled for the always-bustling sea lion colony, and look out for other incredible sea life, from dolphins and rays to humpback whales spouting in the distance. If you’re feeling adventurous, jump in the waters to swim, snorkel or stand-up paddleboard in calm waters.


Just a few minutes up the road at our sister Auberge resort, discover one of Cabo's most spectacular places to dine with dinner at Cocina del Mar at Esperanza. Set on a rocky promontory surrounded by crashing waves, the reimagined Cocina del Mar has officially debuted with a new menu by Executive Chef Alexis Palacio Giles that weaves together the region’s freshest seafood with creative twists on Baja flavors and inspired by the international experience of the Cocina del Mar culinary team.

Day 3


Nestled along a protected cove with pristine coral reefs and tranquil waters, Chileno Bay is the perfect destination for year-round paddleboarding, no matter your experience level. Head to H2O Cave, our on-site sports activity center, where one of our professional staff members can help you choose from our wide selection of super-light YOLO Boards—complimentary, of course—and offer expert tips and guidance. Private, guided paddleboarding tours and lessons can also be arranged.


Crafty kids will enjoy our Chileno holiday cookie-decorating workshop, while mom and dad enjoy an afternoon of leisure.


Get festive with a Baja Beach BBQ. Enjoy a selection of crudo fish, ceviches, clams, oysters, lobster, paella and more at this annual event complete with Sabina band.

Day 4


Family-friendly festive activities are around every corner this holiday season. Learn to make authentic Mexican piñatas in our holiday workshop.


Cozy up with a holiday classic in our private movie theater. All holiday movie selections are suitable for kids of all ages, and the afternoon includes all the trimmings: popcorn, candy bars and soft drinks.


Gather with family to enjoy an expertly-prepared dinner by a personal chef, served in the privacy and comfort of your villa.

For Assistance

For assistance with availability and logistics, please contact us at 855.331.7213.

Plan Your Stay
Other Sample Itineraries