Ready to experience the Caribbean like you actually know someone here?
Because now you do.
They're not your average islands...
so don’t go for average itineraries.
Born and raised in Barbados, I’ve worked with Caribbean hoteliers, wedding planners, rum makers and everyone from luxury villa hosts to beach club owners. Rum & Roots exists to help you see the islands right.
As a certified travel advisor with Fora Travel for three years, I bring the best of both worlds: regional knowledge, industry expertise, and experience planning over 30 unforgettable Caribbean getaways.
Hi, I’m Taylor – and I’m 100% Bajan.
How it works
Fill out the form on my Contact page and you'll hear from me within 24 hours to get your consultation call scheduled.
We'll spend up to an hour talking through your trip, your wishlist, and everything I need to get started.
Within 24 hours of our call, I'll send over your planning agreement and planning fee invoice. Planning doesn't begin until both are signed and paid, so the sooner the better!
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.
This is a two-way process and there will be homework on your end too. Throughout planning, you'll be asked to review proposals, share feedback, and make decisions within agreed timeframes. I'll always be clear about what I need from you and when.
Once you've given the green light, I handle all bookings, payments, and supplier communication on your behalf.
Depending on your package, we'll have an optional pre-departure call to walk through every detail before you go. Then it's time to go enjoy every single moment.
About two weeks after you're back, I'd love to connect for a quick call and hear all about your trip while the memories are still fresh. Consider it a little walk down memory lane and a chance for me to make sure everything was exactly as it should have been.
Consultation call
Contract and planning fee
Planning begins
Your homework (yes, really!)
Bookings confirmed
Pre-departure and travel
Post-trip feedback
Submit your enquiry
How it works
Fill out the form on my Contact page and you'll hear from me within 24 hours to get your consultation call scheduled.
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. Planning doesn't begin until both are signed and paid, so the sooner the better!
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 begins
This is a two-way process and there will be homework on your end too. Throughout planning, you'll be asked to review proposals, share feedback, and make decisions within agreed timeframes. I'll always be clear about what I need from you and when.
Your homework (yes, really!)
Planning begins
Once you've given the green light, I handle all bookings, payments, and supplier communication on your behalf.
Bookings confirmed
Depending on your package, we'll have an optional pre-departure call to walk through every detail before you go. Then it's time to go and enjoy every single moment.
Pre-departure and travel
About two weeks after you're back, I'd love to connect for a quick call and hear all about your trip while the memories are still fresh. Consider it a little walk down memory lane and a chance for me to make sure everything was exactly as it should have been.
Post-trip feedback
Ways to travel with Rum & Roots
Every trip is different. Every traveller is different. Pick the package that's right for you.
The Full Pour
Every detail of your trip handled, from first idea to final boarding pass. Accommodation, transfers, dining, activities, experiences: all of it researched, booked, and managed on your behalf.
Served Neat
The core foundations of your trip, locked in: accommodation, transportation, and the experiences worth booking in advance. Dining, free days, and everything in between? Yours to fill in on your own terms.
The Reserve
Full travel concierge for weddings and milestone events. Every accommodation request, arrival logistics, and guest travel question handled directly by me, so none of it ever comes back to you. From save the dates to departure day, your guests are taken care of.
The Tab
Group room block management handled properly, from contract negotiation and rooming lists through to final confirmation. One point of contact for every room-related question, change, and last-minute request for you and your group.
Pick Your Proof
You've chosen the destination but don't want to spend hours going down social media or AI rabbit holes to find the right place to stay. Let me handle it. Three hand-picked hotels, a genuine insider take on each, and booking handled once you've chosen.
On The House
You already know which hotel you want. Book through me at the same rate as going direct through the hotel, with the added benefit of perks like complimentary upgrades, early check-in, and welcome amenities at select properties. No planning fee.
Ways to travel with Rum & Roots
Every trip is different. Every traveller is different. Pick the package that's right for you.
The Full Pour
Every detail of your trip handled, from first idea to final boarding pass. Accommodation, transfers, dining, activities, experiences: all of it researched, booked, and managed on your behalf.
Served Neat
The core foundations of your trip, locked in: accommodation, transportation, and the experiences worth booking in advance. Dining, free days, and everything in between? Yours to fill in on your own terms.
The Reserve
Full travel concierge for weddings and milestone events. Every accommodation request, arrival logistics, and guest travel question handled directly by me, so none of it ever comes back to you. From save the dates to departure day, your guests are taken care of.
The Tab
Group room block management handled properly, from contract negotiation and rooming lists through to final confirmation. One point of contact for every room-related question, change, and last-minute request for you and your group.
Pick Your Proof
You've chosen the destination but don't want to spend hours going down social media or AI rabbit holes to find the right place to stay. Let me handle it. Three hand-picked hotels, a genuine insider take on each, and booking handled once you've chosen.
On The House
You already know which hotel you want. Book through me at the same rate as going direct through the hotel, with the added benefit of perks like complimentary upgrades, early check-in, and welcome amenities at select properties. No planning fee.
The Full Pour
This is the full concierge experience. Accommodation, transfers, dining reservations, activities — every single detail researched, booked, and managed on your behalf.
Every detail, handled. Every moment, considered. All you have to do is show up.
In short
What I do to get you there
Planning fees
Most popular
What you get
- Complimentary consultation call (up to 1 hour)
- A custom trip proposal tailored to your vision, travel style, and budget
- Two rounds of revisions
- Every booking confirmed, documented, and organised into a full itinerary accessible via the Fora app
- Optional pre-departure call
- In-destination support throughout your trip
- Research and shortlist every property, restaurant, and experience against your specific needs, your pace, and your non-negotiables
- Negotiate directly with properties and suppliers where possible to secure the best rates and applicable perks
- Source and book experiences, dining, and activities through trusted operators and contacts I know personally
- Handle every email, negotiation, and special request with suppliers so your inbox never sees any of it
- Coordinate payments and chase confirmations across every booking so nothing slips through
- Build your full itinerary with every detail documented and ready to go
- Stay available throughout your trip for any last minute requests or support you need along the way
All fees quoted in USD and are per group, not per person. 5-day minimum required.
- $150/day (1–4 travelers)
- $175/day (5–9 travelers)
- $200/day (10+ travelers)
- 20+ travelers, let's talk
Served Neat
I lock in the core foundations of your trip: accommodation, transportation, and the experiences worth booking in advance. Dining, free days, and everything in between? Those are yours to fill in however you like.
The essentials, expertly handled. The rest, yours to savour.
In short
What I do to get you there
Planning fees
Most popular
What you get
- The same end-to-end planning experience as The Full Pour, but your proposal is only scoped to accommodation, transportation, and core experiences.
- Dining reservations and day-to-day activity planning are not included. Those are yours to explore on your own terms.
- The same planning process as The Full Pour, but with research and coordination scoped to accommodation, transportation, and core experiences.
All fees quoted in USD and are per group, not per person. 3-day minimum required.
- $100/day (1–4 travelers)
- $125/day (5–9 travelers)
- $150/day (10+ travelers)
- 20+ travelers, let's talk
The Reserve
The moment your save the dates go out, the travel questions from guests start: Where should I stay? When should I arrive? What is there to do while we are there? And even when the big ones are answered, the small ones keep on coming: Where should I eat in my downtime? Is there a good babysitter in the area? How can I schedule a last-minute rum distillery tour? No need for you to answer any of them, because I will. This package means I become the dedicated travel concierge for your entire guest list. Every travel question, accommodation request, and logistics detail comes to me so you can focus on everything else your event demands.
Dedicated travel concierge for weddings and milestone events. Your guests' questions come to me, not you.
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: room blocks, villa buyouts, or individual bookings for guests doing their own thing
- An accommodation guide for your event website or to share directly with guests before they reach out to me
- Arrival transportation coordinated, from group transfers to individual arrangements
- Support for guests wanting experiences beyond your event: private charters, tours, dining, babysitting recommendations, and more
- Revision rounds based on the scope of each request, outlined clearly at the start of each booking
- Optional pre-departure call to walk through every detail before your event begins
- In-destination support throughout your event, with all documents accessible via the Fora app
- Track and document your full guest list: where everyone is travelling from, arriving, and staying, so nothing falls through
- Negotiate all room block contracts, hotel and villa agreements, including the fine print around deposits, cancellation terms, and minimum stays
- Manage every booking, rooming list change, and guest request across your entire guest list
- Liaise with hotels, villa managers, and transport providers throughout the planning process and during the event
- Share full accommodation details with your event coordinator so transportation logistics can be coordinated smoothly on their end
- Source and coordinate everything your guests need beyond your event, from experiences and activities to last-minute requests, so nothing lands back on your plate
All fees quoted in USD and are per group, not per person.
- $1,500 (up to 50 guests)
- $2,500 (51–100 guests)
- $3,500 (101–150 guests)
- 150+ guests, let’s talk
Special occasions
The Tab
Managing a group room block is a job in itself. Contract negotiation, rooming lists, billing corrections, individual guest requests, constant hotel back and forth. I take all of it off your plate.
Group room block management. Handled properly, start to finish.
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
- Two rounds of revisions, with additional rounds available at an additional fee
- Full rooming list management from initial block through to final confirmation
- A single point of contact for all room-related questions and changes, for you and your group
- VIP perks unlocked at select properties where applicable
- Your booking confirmations and all relevant documents sent to you in one organised email
- Optional pre-departure call to walk through everything before your group arrives and make sure all details are locked in
- Review and negotiate your room block contract: rates, minimum night requirements, attrition clauses, deposit terms, and all the fine print most people do not know to ask about
- Manage every change to the rooming list as your group grows, shifts, and finalises
- Liaise directly with the hotel sales and reservations team throughout, handling billing corrections and miscommunications so the back and forth never reaches you
- Track every confirmation and follow up on anything outstanding right up until your group arrives
- Handle individual room-related requests from within the group as they come in
All fees quoted in USD and are per group, not per person. Most hotel room blocks require a 3 to 4 night minimum.
- $750 (5–10 rooms)
- $1000 (11–20 rooms)
- $1,500 (21–30 rooms)
- 30+ rooms, let's talk
Pick Your Proof
You've chosen the destination, but finding the right place to stay is the hard part. Let me take that off your plate. I do the searching, the vetting, and the honest shortlisting so you do not have to spend hours going down rabbit holes on social media reviews or AI tools.
Three hotels, hand-picked. The honest insider take, included.
In short
What I do to get you there
Most popular
What you get
- Complimentary consultation call (up to 1 hour)
- Three curated accommodation options, each chosen with real intention
- An honest, informed take on each option: the vibe, the location, standout features, and any trade-offs worth knowing before you decide
- Booking handled once you have chosen, with VIP perks unlocked at select properties
- Your booking confirmation and all relevant documents sent to you in one organised email
- A point of contact if anything needs adjusting before your trip
- Research and shortlist accommodation against everything we discussed: your travel style, your budget, and your non-negotiables
- Apply years of Caribbean knowledge to each option, the kind of detail that only comes from genuine familiarity with these properties and this region
- Present each option with enough context that the decision feels easy, not overwhelming
- Handle the booking once you have decided, communicating your preferences and any special requests directly to the property
Quoted in USD.
On The House
You already know which hotel you want to stay at. Before you book directly, let me handle it. Same rate, and at many properties, added perks included on top.
Your hotel, booked. Extra perks, included. No fee.
In short
What I do to get you there
Most popular
What you get
- Your chosen hotel booked on your behalf at the same rate you would find booking directly, but with any VIP perks I can unlock at the property as well
- Perks can include: complimentary upgrades, early check-in, welcome amenities and resort credits
- Your booking confirmation and all relevant documents sent to you in one organised email
- A point of contact if anything needs adjusting before your trip
- Book through my preferred partner network to access perks that are not available to the public or through third-party booking sites
- Handle the booking, communicating your preferences and any special requests directly to the property
The Full Pour
This is the full concierge experience. Accommodation, transfers, dining reservations, activities — every single detail researched, booked, and managed on your behalf.
Every detail, handled. Every moment, considered. All you have to do is show up.
In short
What I do to get you there
- Research and shortlist every property, restaurant, and experience against your specific needs, your pace, and your non-negotiables
- Negotiate directly with properties and suppliers where possible to secure the best rates and applicable perks
- Source and book experiences, dining, and activities through trusted operators and contacts I know personally
- Handle every email, negotiation, and special request with suppliers so your inbox never sees any of it
- Coordinate payments and chase confirmations across every booking so nothing slips through
- Build your full itinerary with every detail documented and ready to go
- Stay available throughout your trip for any last minute requests or support you need along the way
Planning fees
- $150/day (1–4 travelers)
- $175/day (5–9 travelers)
- $200/day (10+ travelers)
- 20+ travelers, let's talk
Most popular
What you get
- Complimentary consultation call (up to 1 hour)
- A custom trip proposal tailored to your vision, travel style, and budget
- Two rounds of revisions
- Every booking confirmed, documented, and organised into a full itinerary accessible via the Fora app
- Optional pre-departure call
- In-destination support throughout your trip
Served Neat
I lock in the core foundations of your trip: accommodation, transportation, and the experiences worth booking in advance. Dining, free days, and everything in between? Those are yours to fill in however you like.
The essentials, expertly handled. The rest, yours to savour.
In short
What I do to get you there
- The same planning process as The Full Pour, but with research and coordination scoped to accommodation, transportation, and core experiences.
Planning fees
- $100/day (1–4 travelers)
- $125/day (5–9 travelers)
- $150/day (10+ travelers)
- 20+ travelers, let's talk
What you get
- The same end-to-end planning experience as The Full Pour, but your proposal is only scoped to accommodation, transportation, and core experiences.
- Dining reservations and day-to-day activity planning are not included. Those are yours to explore on your own terms.
3-day minimum required.
The Reserve
The moment your save the dates go out, the travel questions from guests start: Where should I stay? When should I arrive? What is there to do while we are there? And even when the big ones are answered, the small ones keep on coming: Where should I eat in my downtime? Is there a good babysitter in the area? How can I schedule a last-minute rum distillery tour? No need for you to answer any of them, because I will. This package means I become the dedicated travel concierge for your entire guest list. Every travel question, accommodation request, and logistics detail comes to me so you can focus on everything else your event demands.
Dedicated travel concierge for weddings and milestone events. Your guests' questions come to me, not you.
In short
What I do to get you there
- Track and document your full guest list: where everyone is travelling from, arriving, and staying, so nothing falls through
- Negotiate all room block contracts, hotel and villa agreements, including the fine print around deposits, cancellation terms, and minimum stays
- Manage every booking, rooming list change, and guest request across your entire guest list
- Liaise with hotels, villa managers, and transport providers throughout the planning process and during the event
- Share full accommodation details with your event coordinator so transportation logistics can be coordinated smoothly on their end
- Source and coordinate everything your guests need beyond your event, from experiences and activities to last-minute requests, so nothing lands back on your plate
Planning fees
- $1,500 (up to 50 guests)
- $2,500 (51–100 guests)
- $3,500 (101–150 guests)
- 150+ guests, let’s talk
Special occasions
What you get
- Complimentary consultation call (up to 1 hour)
- Every accommodation request handled: room blocks, villa buyouts, or individual bookings for guests doing their own thing
- An accommodation guide for your event website or to share directly with guests before they reach out to me
- Arrival transportation coordinated, from group transfers to individual arrangements
- Support for guests wanting experiences beyond your event: private charters, tours, dining, babysitting recommendations, and more
- Revision rounds based on the scope of each request, outlined clearly at the start of each booking
- Optional pre-departure call to walk through every detail before your event begins
- In-destination support throughout your event, with all documents accessible via the Fora app
The Tab
Managing a group room block is a job in itself. Contract negotiation, rooming lists, billing corrections, individual guest requests, constant hotel back and forth. I take all of it off your plate.
Group room block management. Handled properly, start to finish.
In short
What I do to get you there
- Review and negotiate your room block contract: rates, minimum night requirements, attrition clauses, deposit terms, and all the fine print most people do not know to ask about
- Manage every change to the rooming list as your group grows, shifts, and finalises
- Liaise directly with the hotel sales and reservations team throughout, handling billing corrections and miscommunications so the back and forth never reaches you
- Track every confirmation and follow up on anything outstanding right up until your group arrives
- Handle individual room-related requests from within the group as they come in
Planning fees
- $100/day (1–4 travelers)
- $125/day (5–9 travelers)
- $150/day (10+ travelers)
- 20+ travelers, 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
- Two rounds of revisions, with additional rounds available at an additional fee
- Full rooming list management from initial block through to final confirmation
- A single point of contact for all room-related questions and changes, for you and your group
- VIP perks unlocked at select properties where applicable
- Your booking confirmations and all relevant documents sent to you in one organised email
- Optional pre-departure call to walk through everything before your group arrives and make sure all details are locked in
Most hotel room blocks require a 3 to 4 night minimum.
Pick Your Proof
You've chosen the destination, but finding the right place to stay is the hard part. Let me take that off your plate. I do the searching, the vetting, and the honest shortlisting so you do not have to spend hours going down rabbit holes on social media reviews or AI tools.
Three hotels, hand-picked. The honest insider take, included.
In short
What I do to get you there
- Research and shortlist accommodation against everything we discussed: your travel style, your budget, and your non-negotiables
- Apply years of Caribbean knowledge to each option, the kind of detail that only comes from genuine familiarity with these properties and this region
- Present each option with enough context that the decision feels easy, not overwhelming
- Handle the booking once you have decided, communicating your preferences and any special requests directly to the property
Planning fee: $100 flat
Quoted in USD.
What you get
- Complimentary consultation call (up to 1 hour)
- Three curated accommodation options, each chosen with real intention
- An honest, informed take on each option: the vibe, the location, standout features, and any trade-offs worth knowing before you decide
- Booking handled once you have chosen, with VIP perks unlocked at select properties
- Your booking confirmation and all relevant documents sent to you in one organised email
- A point of contact if anything needs adjusting before your trip
On The House
You already know which hotel you want to stay at. Before you book directly, let me handle it. Same rate, and at many properties, added perks included on top.
Your hotel, booked. Extra perks, included. No fee.
In short
What I do to get you there
- Book through my preferred partner network to access perks that are not available to the public or through third-party booking sites
- Handle the booking, communicating your preferences and any special requests directly to the property
Planning fee: None. You pay the cost of your stay, and nothing more.
What you get
- Your chosen hotel booked on your behalf at the same rate you would find booking directly, but with any VIP perks I can unlock at the property as well
- Perks can include: complimentary upgrades, early check-in, welcome amenities and resort credits
- Your booking confirmation and all relevant documents sent to you in one organised email
- A point of contact if anything needs adjusting before your trip
Testimonials
“She couldn’t have been more right.”
I knew I wanted a Caribbean honeymoon, but had no idea where to start. Taylor immediately recommended St. Lucia, and she couldn’t have been more right. Ladera Resort was unreal: private pool, Piton views, and total serenity. She even surprised us with a private dinner for two on the beach one night!
We're also already working with her to plan our next trip: a week-long catamaran cruise through the Grenadines with friends. We wouldn’t dream of doing it without her!
/ Camila R and Donald K., London. Destination: St. Lucia, Nov 2025
“Rum & Roots should absolutely be your go-to for Caribbean travel.”
We knew we wanted to ball out on where we stayed, and Taylor came through with a private villa at Sandy Lane that was unreal. But we also told her we wanted to go local with food and drinks, and she totally delivered. She set up a private rum shop crawl along the West Coast, pointed us to her favorite fish cutter spots, and got us up to the chill beach bars in Speightstown we never would’ve found ourselves. We've been telling everyone: Rum & Roots should absolutely be your go-to for Caribbean travel.
/ Jessica P. and Mark L., New York. Destination: Barbados, June 2025
“It was the perfect balance of luxury and fun.”
We wanted a Caribbean spot that felt like real downtime for us as parents but still had plenty for the kids, and Taylor nailed it. She recommended Curtain Bluff in Antigua, and it was the perfect balance of luxury and fun. Mornings at the spa, afternoons sailing Hobie Cats, and a family catamaran day that everyone still talks about. She made everything feel easy, thoughtful, and full of joy.
/ The Martins, Toronto. Destination: Antigua, May 2025
