Caribbean travel for for life's big moments, planned by a local.
The whole crew, together, for something that matters. An 18th birthday, a 60th, a vow renewal after decades together, a family reunion that finally gets everyone in one place. These occasions mark something real, and they deserve a setting to match. I handle the travel so the celebration gets the space it needs, whether that's a big, loud island party or something quieter and more reflective.
I'll bring the rum. You bring the reason to celebrate. Let's talk!
Your milestone deserves a moment.
The Rum & Roots Wedding Menu
Every trip is different. Every traveller is different. Pick the package that's right for your moment.
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 Milestone Menu
Every trip is different. Every traveller is different. Pick the package that's right for your moment.
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 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
- $350 (5–10 rooms)
- $500 (11–20 rooms)
- $750 (21–30 rooms)
- 30+ rooms, let's talk
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
Most hotel room blocks require a 3 to 4 night minimum.
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
Planning fees
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
- 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
Fees start at $750 USD based on guest count and the scope of what your celebration needs.
Most popular
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
Planning fees
Most popular
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
- 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
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.