Caribbean team retreats, planned by a local.
I work with small teams, founders, and entrepreneurial crews who've built something real together and want to celebrate it right. Somewhere that actually feels intentional, not a stuffy all-inclusive, not another hotel conference room. Picture your own private cluster of villas instead of a shared resort wing, a catamaran afternoon with rum punch in hand instead of a banquet hall toast, outdoor yoga on a working cacao farm, or a clay ceramics class if your team would rather work with their hands than their inbox for a day. You name it, I can build it.
I'll handle the travel and help coordinate experiences so the retreat becomes something your team actually remembers, not something they forget the moment they're back at their desks.
I'll bring the rum. You bring the team. Let's talk!
Not your typical team offsite.
I work with small teams, founders, and entrepreneurial crews who've built something real together and want to celebrate it right. Somewhere that actually feels intentional, not a stuffy all-inclusive, not another hotel conference room. Picture your own private cluster of villas instead of a shared resort wing, a catamaran afternoon with rum punch in hand instead of a banquet hall toast, outdoor yoga on a working cacao farm, or a clay ceramics class if your team would rather work with their hands than their inbox for a day. You name it, I can build it.
I'll handle the travel and help coordinate programming and experiences so the retreat becomes something your team actually remembers, not something they forget the moment they're back at their desks.
I'll bring the rum. You bring the team. Let's talk!
Not your typical team offsite.
The Rum & Roots Team Menu
Every trip is different. Every traveller is different. Pick the package that's right for your team.
The Reserve
Full travel concierge for milestone celebrations. Every accommodation request, activity, and guest travel question handled directly by me, so you can focus on the celebration, not the logistics.
The Tab
Not every milestone needs the full concierge treatment. If a properly managed room block is all you're after, that's The Tab: contract negotiation, rooming lists, and one point of contact from start to finish.
The Blend
Some milestones don't fit into one box. This is where we build something custom, shaped around you and your guest list and exactly what travel needs handling.
The Rum & Roots Team Menu
Every trip is different. Every traveller is different. Pick the package that's right for your team.
The Reserve
Full travel concierge for your team retreat. I handle the accommodation and travel arrangements for the whole group, with local experiences curated to complement the programming your team has in mind.
The Tab
Not every team retreat needs the full concierge treatment. If a properly managed room block is all you're after, that's this: contract negotiation, rooming lists, and one point of contact from start to finish.
The Blend
Some retreats don't fit into one box. This is where we build something custom, shaped around you and your group list and exactly what travel needs handling.
The Reserve
A milestone trip isn't one event, it's a few days that build toward one. Guests arriving at different times, a big celebratory dinner or gathering for the person you're honouring, maybe an excursion or activity day, then everyone heading home. I plan around that shape: coordinating arrivals, accommodation, and experiences so the whole trip feels considered, not just the one moment everyone's there to celebrate.
A celebration this big deserves someone handling the details. From the moment your guests confirm to the moment they fly home, I make sure the travel side of your milestone runs as smoothly as the celebration itself.
In short
What I do to get you there
- Track your full guest list: who's travelling from where, arriving when, and staying where
- Negotiate every room block, hotel, and villa contract, including the fine print on deposits, cancellations, and minimum stays
- Liaise directly with hotels, villa managers, and transport providers throughout planning and the event
Planning fees
Most popular
What you get
- Complimentary consultation call (up to 1 hour)
- Every accommodation request handled: hotel room blocks, villa buyouts, or individual bookings
- VIP perks unlocked at select properties where applicable
- Arrival transportation coordinated, from group transfers to individual arrangements
- Revision rounds based on the scope of each request, outlined clearly upfront
- Optional pre-departure call before your celebration begins
- In-destination support throughout, with everything accessible via the Fora app
The Tab
Managing a group room block is a job in itself. Sourcing the hotel, contract negotiation, rooming lists, billing corrections, individual guest requests, constant hotel back and forth. I take all of it off your plate.
For when you don't need the full concierge, just a room block done right.
In short
What I do to get you there
- Review and negotiate your room block contract: rates, minimum night requirements, attrition clauses, and deposit terms
- Manage the rooming list from start to finish, including every change, addition, and individual request as your group grows and finalises
- Stay in direct contact with the hotel's sales and reservations team, so you always have someone in your corner if anything needs sorting out
- Track every confirmation and follow up on anything outstanding until your group arrives
Planning fees
What you get
- Complimentary consultation call (up to 1 hour)
- A negotiated group room block, with rates, terms, and perks agreed on your behalf
- VIP perks unlocked at select properties where applicable
- Full rooming list management, from initial block through to final confirmation
- A single point of contact for all room-related questions and changes
- Optional pre-departure call to walk through every detail before your group arrives
The Full Pour
Your team might be arriving from one office or from all over the world. You might need one property or a few villas. Some days will be built around programming, others left open for downtime. Whatever shape your retreat takes, I handle the travel side of it. Accommodation booked, arrivals coordinated, and local experiences curated to complement your programming, so the trip feels considered from the moment your team lands to the moment they head home.
Every travel detail handled, so your team can just show up.
In short
What I do to get you there
Planning fees
What you get
- Complimentary consultation call (up to 1 hour)
- A custom trip proposal built around your retreat dates, group size, and budget
- Accommodation booked and confirmed for the full group
- Experiences and activities organised around your programming, tours, dining, team activities, and downtime
- One point of contact for your whole team, so questions don't land on multiple desks
- Every booking confirmed, documented, and organised into a full itinerary accessible via the Fora app
- In-destination support throughout the retreat
- Research and shortlist properties suited to your group size, budget, and the balance of work and downtime your retreat needs
- Negotiate directly with the property or properties to secure the best rates and applicable group perks
- Source and book experiences and activities that complement your programming, through trusted operators and contacts I know personally
- Handle every email, negotiation, and special request with suppliers so it never lands on your team
- Coordinate payments and invoicing, including working with your company's process where needed
- Build the full itinerary with every detail documented and ready to go
- Stay available throughout the retreat for any last minute requests or support you need
Fees start at $750 USD based on guest count and the scope of what your team needs.
Most popular
Served Neat
Managing a group room block is a job in itself. Sourcing the hotel, contract negotiation, rooming lists, billing corrections, individual guest requests, constant hotel back and forth. I take all of it off your plate.
For when you don't need the full concierge, just a room block done right.
In short
What I do to get you there
Planning fees
Most popular
What you get
- Complimentary consultation call (up to 1 hour)
- A group room block with negotiated rates and terms on your behalf
- VIP perks unlocked at select properties where applicable
- Full rooming list management, from initial block through to final confirmation
- A single point of contact for all room-related questions and changes
- Optional pre-departure call to walk through every detail before your group arrives
- Review and negotiate your room block contract: rates, minimum night requirements, attrition clauses, and deposit terms
- Manage the rooming list from start to finish, including every change, addition, and individual request
- Stay in direct contact with the hotel's sales and reservations team, so you always have someone in your corner if anything needs sorting out
- Track every confirmation and follow up on anything outstanding until your group arrives
Fees start at $500 USD based on guest count and the scope of what your celebration needs.
What happens next
Fill out the form on my Contact page and select a time that works for your complimentary consultation call.
We'll spend up to an hour talking through your trip, your wishlist, and everything I need to get started.
Within 24-48 hours of our call, I'll send over your planning agreement and planning fee invoice (if applicable).
The moment I have your signed contract and payment, I get to work. Timelines for proposals, revisions, and bookings vary by package and will be clearly outlined in your contract.
We'll have an optional (but recommended) pre-departure call to walk through every detail before you go. Then it's time to celebrate. Two-four weeks after, I'd love to connect for a quick call and hear how everything went while the memories are still fresh.
Consultation call
Contract & planning fee
Planning & collaboration
Pre-departure through post-event
Submit your enquiry
What happens next
Fill out the form on my Contact page and select a time that works for your complimentary consultation call.
Submit your enquiry
We'll spend up to an hour talking through your trip, your wishlist, and everything I need to get started.
Consultation call
Within 24 hours of our call, I'll send over your planning agreement and planning fee invoice (if applicable).
Contract and planning fee
The moment I have your signed contract and payment, I get to work. Timelines for proposals, revisions, and bookings vary by package and will be clearly outlined in your contract.
Planning & collaboration
We'll have an optional (but recommended) pre-departure call to walk through every detail before you go. Then it's time to celebrate. Two-four weeks after, I'd love to connect for a quick call and hear how everything went while the memories are still fresh.