Plan a Dominican Republic trip that actually goes beyond the resort.

Kyle Dewey

Why Listen To Me?

I'm not a travel influencer who visited the DR twice and started a blog. I lived there for nearly a decade — including time in Punta Cana, where I worked as a managing partner in hospitality, building relationships with local operators, guides, and business owners across the country. That means I know which experiences are worth your time, the country's landscape, and the locations most travelers never find. That's what you're paying for. Not an itinerary. Access to someone who actually knows.

• Our Services

DR Itinerary Planning Session — $145 — Most Popular
Your Trip, Planned Right.You tell me your travel dates, group size, budget, and what you're looking for. I build you a custom day-by-day itinerary using real operators I've vetted personally — then we jump on a 30-minute call to walk through it together, answer your questions, and make sure it fits exactly what you had in mind. Within 48 hours of your call, your custom PDF is in your inbox and you're ready to go.What's included:· Custom intake form to capture your travel details
· Personalized day-by-day itinerary delivered as a PDF
· Vetted excursion and activity recommendations matched to your style and budget
· Accommodation suggestions across all budgets — boutique hotels, guesthouses, eco lodges
· Booking links through a trusted local DR operator
· 30-minute planning call to review, refine, and answer your questionsWho this is for:Independent travelers who want a real plan built around their trip — not a generic itinerary pulled from a travel blog.

• Book Your Planning Session

Itinerary delivered within 48 hours of your call. Call scheduled at your convenience.

Full Service — $397
Every Detail Handled — By People I Actually Know.You focus on looking forward to the trip. I'll build your custom itinerary and connect you directly with the local operators, guides, and contacts I personally know and trust — the same people I've worked with for years. You handle the bookings directly with them (so you're always dealing straight with the provider, not a middleman), but you're never doing it blind. I'll walk you through exactly who to contact, what to expect, and what to watch out for. You'll also have direct WhatsApp access to me before and during your trip, so if anything comes up, you have a real person to reach — not a call center.What's included:· Everything in the Custom Itinerary package
· Personal introductions to vetted local operators and guides — people I know directly, not a directory listing
· Guidance on how to book and what to expect with each provider
· Pre-trip WhatsApp access to me for questions and last-minute changes
· On-the-ground support window during your trip dates
· One post-trip follow-upWho this is for:Travelers who want the real DR experience and the confidence of a direct line to someone who's actually been there — without losing control of their own bookings and payments.

• Apply for Full Service Planning

Limited availability. I take on a small number of full-service clients each month to make sure every trip gets the attention it deserves.Tap to message me on WhatsApp. I'll follow up within 24 hours to discuss your trip and confirm availability.