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Complimentary on-island concierge services
Pre-trip planning

Not sure where to start? Let our island based team of experts guide you step by step, from finding the perfect accommodation, to meet your budget and exceed your expectations, to the best activities, excursions and sight-seeing. Your Cayman Villas experience starts now!
On-island concierge

We believe in connecting with our clients, so a personal touch is key to planning the perfect vacation. Unlike most travel companies, our motto is “In Cayman, for Cayman”. We know these islands extremely well, and beyond the cliché activities, rest assured you will be the first to know about all the local activities and events.
A personalized experience

Our team of experts will help you plan everything, down to the smallest detail of your dream Caribbean getaway, just the way you imagined it. From selecting the most suitable villa, to experiencing the exciting activities that Cayman has to offer! Our goal is to exceed your expectations!

Your Getaway, Your Way


Benefit from car rental facilitation and discounts as we help you plan every transportation detail, prior to arrival or during your stay.


Not sure where to start your journey? Your personal concierge is here to help you plan the activities that will make this experience memorable. Scuba diving, jet-skiing, fishing, golfing, safari tours, you name it.


Cayman Islands are rich in history and culture. Ask your concierge for guided island tours, directions to museums, directions to shopping outings, local happenings or even special music & dance performances live at your house.


Enjoy a kitchen pre-stocked with your favorite treats, private chef services, pre-made restaurant reservations or even private Cayman cooking lessons & wine tasting evenings.


Treat yourself to private butler service, an in-villa massage or spa treatment, or a private yoga session on the beach. Your concierge can also arrange additional housekeeping, babysitting, and laundry services if they’re not already included in your reservation.

Special Events

Celebrating a milestone birthday, anniversary, wedding or honeymoon? Your concierge can match you with local even planners, professional makeup artists, photographers, chefs, book live musicians or even arrange beach firework displays. Enjoy!
We have been involved from the beginning with Penny Cumber and Cayman Villas. It has always been a pleasure as Penny is one of the most honest, professional, precise and patient ( as I have not always been as proficient as she always is), and she keeps meticulous records of phone calls, emails, letters and has helped me in the past on the financial reports when I have lost figures. Penny has cared for her clients, checks her properties to insure they are in the ready and in the best condition. There has never been one problem between us since the beginning which is a very glowing recommendation.
Excellent experience for our first visit to Grand Cayman. We will definitely be back. Beautiful Island! John from New Jersey
We are impressed by the professionalism of Cayman Villas and by their ability to source guests and repeat guests for our property. We believe our guests benefit from the local knowledge of an agency that is based here in Cayman.