Most travel advice comes from a screen. Mine comes from twenty years of checking in, eating the dinners, and walking the beaches at the all inclusive resorts I book. Tell me who is traveling, and I will tell you which resort actually fits.
Plan My Trip My Story
The Person Behind the Trips
My love for all-inclusive vacations started twenty years ago, when the Iberostar Tucan and Quetzal opened in the Riviera Maya and I checked in as a guest. That one trip turned into a habit, the habit turned into a calling, and since 2011 booking these trips has been my profession.
I have now stayed at more than 115 all-inclusive resorts myself. Which sounds crazy but there is still SO MUCH MORE for me to explore! Also, worth saying, these aren't like scrolled through for a quick tour, I actually stayed at them. So when we match you to a property, you get the kind of firsthand detail a booking site cannot give you, from which room categories are worth the upgrade to which resort quietly outgrew its own reviews.
Working with me costs you nothing extra. An all inclusive travel agent is paid by the resorts, not by travelers, so the 5-star reviews my clients leave on Google are for the matching, the planning, and the problem-solving. There is a reason I am the top-rated all-inclusive travel agent in NY and NJ, planning trips nationwide. If you are deciding where your next vacation should be, send me your dates and I will take it from there.
More Than Travel Agents:
At Caballeros Vacations, we understand that the perfect all-inclusive vacation is not just about booking a package. It’s about matching you with an all-inclusive experience that resonates with your dreams and preferences. Our expertise has been shaped by decades of exploring diverse all-inclusive resorts, gathering insights, and understanding the nuances that make each resort special and unique. We’re here not just as the best all-inclusive agents in NYC & NJ, but as confidants and guides in your quest for the ideal all-inclusive escape.
If you follow us on social media, which you totally should, you would know that we do a whole lot of all-inclusive vacations. With over 2 decades under our belt, we’ve stayed at almost every all-inclusive brand you could think of. Iberostar, RIU, Barcelo, Bahia, Secrets, Zoetry, Dreams, Hyatt, Hilton, Paradisus, and the list goes on.
And with so many different all-inclusive resorts out there, picking the right one can feel overwhelming. The beauty of an all-inclusive vacation is that there is a resort to fit any budget and any type of vacation. Whether you want to be closer to Tulum to experience the culture & the nightlife, or you want to relax on the wide beaches of Playa del Carmen. There is truly something for everyone. That’s why we make it a point to try out as many all-inclusive resorts as we can – so we can better help our clients & anyone who reaches out, pick out the right resorts for them!
Building a Community
Our dedication extends beyond individual bookings & travel consultations. We also run the Riviera Maya & Cancun Travel Tips Facebook Group, along with various other resort-specific groups, like Secrets Playa Blanca Fans, Ocean Riviera Paradise Fans, and more. These communities are a testament to our commitment, offering a platform for travelers to share experiences, tips, and reviews. It’s not just about offering advice; it’s about fostering a space where all-inclusive resort enthusiasts can connect and learn from each other. Our goal is to make sure everyone has an amazing time during their vacation – whether they book a vacation with us, or simply use one of our many free guides & online resources. Such as our Facebook Group: Riviera Maya & Cancun Travel Tips. Which is full of first-hand experiences and reviews at various resorts in Mexico.
Michael was a wonderful agent to work with on my son’s surprise proposal. I usually book my trips myself but decided to use an agent this time. He got us the best price, and then checked again before our trip and actually got it dropped to a cheaper rate.
Michael organized an unforgettable surprise 40th birthday trip and somehow made coordinating travel for 17 guests feel effortless. He secured an incredible group rate, coordinated directly with the resort managers and our butler, and pre-arranged spa, dining, and arrival logistics. The staff was completely prepared for us when we arrived.
Three days before our trip, a major storm was announced for the day of take-off. I called Mike right away. He didn’t just save the trip, he got us two extra days. New flights, new resorts, private shuttles between airports and properties. Above and beyond. I’ve used a few travel agents and Caballeros is the very best.
Your Trust, Our Expertise
With the overwhelming number of all-inclusive resorts out there, finding the right one can be daunting. We’ve been there, and we understand. Our role as all-inclusive travel agents is to help you navigate this world, ensuring you don’t end up in a less-than-ideal vacation. Trust us to use our vast experience to your advantage, steering you towards resorts that align with what you truly seek in a vacation – be it adventure, relaxation, culture, or luxury.
Our goal is simple: to help you have an amazing vacation. We want to share our passion and knowledge with you, guiding you to the all-inclusive resort that will turn your dream vacation into reality. Whether you’re planning a family trip, a romantic getaway, or a solo adventure, we’re here to make sure your all-inclusive experience is everything you’ve hoped for and more.
Ready to find your perfect all-inclusive match? Reach out to us at Caballeros Vacations. Join our community, share your travel aspirations, and let us guide you to the vacation you deserve. Remember, the right all-inclusive resort can make all the difference, and we’re here to ensure you find just that.
Nope. Our planning is included when you book through us. We’re paid by our travel partners, so you get expert guidance, perks, and on-trip support without extra agency fees.
We start with a quick discovery (about 10 minutes). We’ll ask who’s traveling, dates or month, airport, budget range, vibe (quiet + luxe, lively + fun, foodie, spa), and any must-haves (separate sleeping area, splash zone, swimmable beach, butler, etc.). From there, an all-inclusive travel agent on our team shortlists your best fits.
We combine first-hand stays at 115+ resorts with three filters below. You’ll get honest pros/cons—not generic brochure copy.
Usually 2–3 options with: total trip price, what’s included, clear “extras,” deposit details, flexible date ideas, maps for orientation, and our notes on room categories (e.g., “choose Building X for quieter nights”). You’ll see why each option made the cut.
Often, yes—many partners allow short courtesy holds. If a hold isn’t possible, we’ll tell you exactly how to lock things in with a low deposit and keep an eye on promotions that may apply later (supplier rules vary).
Typically around $50 per person to start (varies by supplier/airline and dates). We’ll send a secure payment link, outline the schedule, and send friendly reminders so nothing sneaks up on you.
Most of the time our rates are the same or better than DIY. We also unlock promo combos, added values, and room placements you might miss—and we’ll try to match legitimate apples-to-apples quotes you find elsewhere.
We can package flights or price resort-only—whichever is smartest for your dates. Using points/miles? Great. We’ll coordinate around your award flights and still manage the ground side like transfers and timing.
Examples: private round-trip transfers on most trips, strategic room requests, celebration notes, and direct resort contacts if something needs attention. It’s the “how it actually feels” on property that we optimize.
We send a simple pre-departure checklist (documents, airport tips, what to pack), confirm special requests with the resort, and open a quick contact channel (WhatsApp/text/email) so you can reach us easily before and during travel.
Message us. We loop in our resort partners and fix things—room issues, over-bookings, missed connections, weather pivots. While certain outcomes depend on supplier policies and availability, you’re not alone at the desk trying to negotiate. That’s the point of working with all-inclusive resort specialists.
Yes. We flag needs in advance, note them in your reservations, and follow up with the property. Requests are always subject to availability, but we stack the odds with clear pre-arrival communication.
Absolutely. We’ll manage room blocks, perks, timelines, guest communications, and on-site logistics so you can actually enjoy your event instead of project-managing it.
No. We start with your budget and travel style, then show where a small upgrade makes a real difference (or where it doesn’t). Transparent pros/cons—your call.
Policies vary by airline and supplier. We’ll outline yours before you book in plain language, then handle changes on your behalf per the rules. We’ll also advise on where flexible options are worth it.
Yes. We can quote third-party travel insurance and explain coverage basics so you can choose confidently (medical, trip interruption, weather, etc.). Totally your call—but we think of it as seatbelts for trips.
We’re based in the U.S. and help travelers nationwide. Everything can be handled by phone, email, and text—easy.
Suppliers pay us after travel is completed. Your price isn’t higher for using us; you simply gain an experienced team, better planning, and real support.
