best. vacation. ever.
Customized Caribbean Travel Planning
You want an unforgettable Caribbean vacation, and an all-inclusive resort is NOT the vision you have in mind. This time it has to be a different kind of tropical travel experience.
You've envisioned the whole thing: warm days in the Caribbean somewhere off the beaten path, outside of the been-there-done-that spots. A place where you and your travel guests can leave the world behind.
You're looking for a place that sidesteps the crowds and cookie-cutter resorts and you know that what you want is out there. But you're no closer with your travel plans than you were two months ago!
You do a ton of work looking at resort websites and reading everything you can find on TripAdvisor, but you’re simply not seeing the results and frankly, you just don't have the time to put all the pieces together.
You're not convinced a 'traditional' travel agent can you help you. But you wish someone would just guide you. Someone with the inside track who knows (no, really knows) the places you're dreaming of.
the struggle is real
what if we could make Planning your trip super-easy (and fun)?
How awesome would it feel to finally ditch the trip planning struggle? To have the inside scoop on everything you need to know about the most extraordinary experiences in the Caribbean.
Instead of hours and hours of research, confusing online information, and sheer frustration, you can relax and finally enjoy the details of creating the dream vacation you want and one that you and your travel guests will talk about years from now.
Sounds almost too good to be true, Right? It isn't.
Custom caribbean trip planning
Created for sophisticated, culturally curious travelers who crave a customized and personalized travel experience in the Caribbean...without the stress.
Lodgings You'll Love
We vet, recommend, and book accommodations that you'll love and are available for your travel dates whether you prefer a luxe hotel, an inn full of character or the seclusion of a private property or a private island.
Whether you're a "see-it-all" type of traveler, or you prefer a more leisurely pace, we curate and book tailor-made activities, private tours, day trips and authentic experiences (that the average traveler knows nothing about!).
From delicious local, island specialties to world-class gourmet dining, the Caribbean offers a mélange of cuisine to satisfy your every whim. We advise on where to go (and secure reservations, when needed) with your preferences and priorities in mind.
Work with a seasoned Caribbean destination expert to design a trip that takes you and the traveling companions you choose--whether it's one, two, or ten--to extraordinary places throughout the Caribbean.
Unsure of how to get from Point A to Point B? We arrange in-destination transportation (private transfers, car rentals, helicopters, boats, private drivers). Anything and everything can be arranged.
A Tailor-Made itinerary
Everyone's idea of a dream trip is different and we're happy to design yours. Your trip is designed to fit into your schedule and will be tailored exactly to who you are and what you want to do. Nothing we do is off-the-shelf.
Peace of Mind
Sometimes the most rewarding trips are the ones where you can just let go, knowing you're in good hands. You'll have unlimited and honest travel advice on everything from climate to tipping. We have your back and are here to help you every step of the way.
without a doubt, this will be...
The trip you'll talk about (excitedly) for years.
You'll explore and enjoy specially-arranged visits with friendly and knowledgeable locals, and throughout your trip, you'll stay in top accommodations. Simply select your destination and decide when you'd like to go. We'll take care of the rest.
We specialize in these Caribbean DestinationS:
Anguilla | Grenada | Nevis | Saint Lucia
How much does trip planning cost?
We Advise. We book (your hotel).
Essential Trip Planning
Made for a leisurely trip in a single Caribbean destination if you plan to stay at one hotel, resort, or inn with very few, if any, scheduled activities (perhaps leisurely days enjoying the beach is more your thing).
Planning Fee: $400
We Advise. We Plan. We book.
Signature Trip Planning
Made for a customized trip in a single Caribbean destination with some moving around and booked excursions and experiences tailored to your interests.
Here's what you can expect:
Planning Fee: $200 per travel day
We Advise. We Plan. We book (& so much more)
Ultimate Trip Planning
Ideal for a curated freedom-filled, escape, perhaps for a slightly larger group, packed with lots of island adventures and options, including:
Planning Fee: $350 per travel day
Note: Custom Trip planning services do not include international air travel to OR from the Caribbean
Which type of planning is best for you?
Compare TRIP Planning features
Number of travelers
up to 6
up to 12
1-on-1 consultation with a Caribbean destination expert
Recommendations on accommodation, food & dining, activity & excursions and local transportation
Custom travel itinerary design
Your tailor-made, curated itinerary delivered as a mobile app & PDF
Your hotel, inn or villa booked and vetted for COVID safety measures
Confirmed reservations & arrangements of all of your local transportation needs during your stay
Airport transfers only
Food/dining arrangements and restaurant bookings
1 per day
Booking of curated tailored activities, excursions & experiences
1 per day
Handling of payments due for each trip component*
VIP access & experiences
Island-hopping and multiple daily itineraries
Planning & coordination of your special event or celebration
The Caribbean is vast! And your travel options and destinations are endless. The challenge, however, is narrowing down your choices from a long, long list of possibilities. Where should you go? Which type of accommodation is the right one for you and your guests? (Because, what you see isn't necessarily what you'll get!).
Instead of playing the guessing game, talk to someone who can give you the answers you're looking for.
No hassle. No fuss. Just need-to-know details and information so that you can make the right decision. Working with us is a completely different (and enjoyable) experience. Please get in touch, today.
Here's what happens when you Contact us
You tell us what type of trip you're dreaming of (the more details the better!) and then schedule a 30-min phone call.
Chat with our travel planner to hear how we'll plan your trip (and see if we're a good fit).
If you decide to hire us, we start building your customized Caribbean itinerary and ultimately plan the trip you want.
sounds good, but...
Is custom trip Planning for me?
Custom Trip planning is perfect for you if:
Custom Trip planning is not for you if:
Ready to plan your trip to the caribbean?
Let's talk. Schedule your free appointment to chat with us, today.