Luxury Escapes, for Discerning Tastes
Choose where to host your next retreat from our collection of curated private estates & villas
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The Collection
Browse our curated selection of some of the most remarkable private estates and villas across North America & the Caribbean, thoughtfully chosen as the ideal locations to host your next leadership retreat.
How We Put This Collection Together
Our goal was to curate a selection of only the best private homes, estates, and villas in locations around North America & the Caribbean that would suit the purpose of hosting Executive & Leadership Offsites.
Sorting through thousands of possible properties, we evaluated them based on a criteria specially created with the help of our C-Suite clients and YPO/EO members to what makes for the ideal property to host their retreats, in locations that served their needs.
We make finding the right place to host your offsite a breeze, with our collection of vetted, trusted partner properties.
A careful selection process ensures we only work with the best and most professional local hosts to ensure your stay is a seamless experience from arrival, through to departure.
We have chosen locations that are within a short drive of major business hubs, or in destinations prized for their natural beauty and scenery, with local experiences to enhance your retreat experience.
We understand how important it is to have a designated space for your group to gather and discuss work, strategy, or other topics. With that in mind, we've looked for properties with great Wifi, simple A/V, and organic spaces to host your groups meetings.
We understand most C-Suite or Peer Groups need a bit of extra space that most Short-Term Rental sites like AirBnB or VRBO can't offer. We've chosen properties that offer at minimum 8 bedrooms to ensure nobody has to share, all with ensuite facilities.
Each of the properties we have selected are chosen for their seclusion, and ability to offer a private, safe space to host your next meeting or retreat, away from the hustle & bustle of a hotel or distractions of an office.
Why Book with Us?
We combine the high-touch service and support you'd expect from a luxury hotel, but with the personal touches and resources to make your retreat experience feel personalized and customized to your group's specific needs and preferences.
Feature | Moniker's Approach | Hotels | Short Term Rentals | Booking Direct |
|---|---|---|---|---|
Curated Spaces with Vetted Quality & Consistency | ||||
Dedicated Spaces for Hosting Meetings/Work Sessions | ||||
Comprehensive Logistics & Travel Coordination | ||||
24/7 Concierge & On-Site Support | ||||
Destination-Specific Expertise & Experience | ||||
Exclusive Use of Property (Privacy) | ||||
Support with Budgeting & Agenda Curation | ||||
Templates & Resources for Hosting a Retreat | ||||
Dedicated Retreat Planning Team |

How Our Process Works
Our process is straightforward and transparent. You can customize your offsite or retreat as you wish, get approvals, and have your offsite fully booked within weeks.
Choose Your Property
Select from our collection of private estates and villas across North America and the Caribbean. Choose your dates, and confirm availability by submitting a request through our website. We'll get back to you within 24 hours with a confirmation of availability and rates over your preferred dates.
Build Your Itinerary
Use one of our templates to build out your ideal agenda, swapping in the right amount of work and meetings, fun activities, and team bonding to create the perfect agenda for your groups retreat. Looking for a world-class facilitator? No problem. Hoping for a unique activity to tap in to the local culture? We've got you covered!
Approve the Budget
Our budget tool will automatically create an estimate for your retreat. Once it's approved, our dedicated team of Retreat Experts will review it and confirm the details and availability with each supplier before reaching out to get the ball rolling on finalizing your retreat. If any substitutions need to be made - don't worry - you won't need to make any commitments until you're happy with the final plan and budget!
Pay the Deposit
We'll ask you to pay a deposit in order to begin locking things in, while we set up a call to start talking about the finer details. What the menus will look like, what your travel plans are, and honing in on the exact schedule.
You'll have plenty of support to ensure you feel comfortable and confident that your retreat is coming together exactly as you hoped.
Step back, and Take a Bow
From here on out, our retreat experts will take over, walking you through each step of how to pull off a remarkable retreat.
Our Promise
Every property has been visited, vetted, and verified as true-to-photos
Professional Service & Support both in the planning stages, and during your stay on-site
Seamless check-in & check-out process
24/7 on-call assistance for last-minute needs or emergencies
Tailored itinerary tweaks to keep your agenda perfectly on-point
Transparent, all-inclusive pricing with zero hidden fees
Peace of Mind — Our experts will make sure all the contacts and vendors involved in your retreat have been followed up with, confirmed, and know the details of your program

What Our Clients Are Saying
Over the past 12+ years, we have planned over 300+ company retreats and brought over 25,000 people together. Hear what our clients have to say:














Ready to Start Planning Your Retreat?
Check out Moniker's How to Plan a Retreat Guide — Filled with expert tips and tricks to ensure planning your next corporate retreat is a breeze!


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