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active 15 hours ago

Harry Alvarez

Harry was born in New York City, and at 6 months old, relocated to his family's native home in the Dominican Republic. Ever since, he has lived in the cultural and physical space between the Dominican Republic and the United States. Harry has been working in the travel industry in the Caribbean and Central America for more than a decade and has led and managed programming in Costa Rica, Puerto Rico, Panama, the Dominican Republic, and Cuba. Harry currently lives full time in Santo Domingo. When not personally participating in our clients' experiences you can find him cooking or gardening with his partner Lauren and two sons.

What places and activities do you specialize in?

"I specialize in showing travelers a different side of the Dominican Republic. While a resort can offer a nice beach vacation, there is so much more to see in the DR. The ecotourism potential of the DR is a hidden gem, and I love exposing travelers to this. Few know that we have the highest peak in the Caribbean, the biggest sand dunes in the Caribbean, and many diverse microclimates to explore."

How did you get involved in travel?

"
In 2008, I took a break from my pre-med coursework to lead experiential travel programs in Costa Rica for a student travel company, and I found my true calling. Before then, I thought I was going to be the next Che Guevara, driving around Latin America curing people. That summer, I realized there are many ways to help people, and travel done correctly is one of them. Since then, I’ve dedicated myself to sustainable travel, working to include locals and have a positive impact on the local economy."

Please share a unique travel experience you will never forget.

"When my now wife and I took our first backpacking trip together, we ended up stuck on a tiny island the size of a city block in San Blas, Panama. The sailboat we were taking to Cartagena, Colombia, didn’t have enough passengers to sail. We spent almost a week on that island, and it became a treasured memory. Sometimes, when we travel, letting go of the itinerary and letting the place impact us is the best thing we can do. It opens us up to great experiences alongside locals."

Top itineraries and travel advice

Recent trip reviews for Harry

I was very happy that my agent texted me 2-3 ...
Puerto Rico | Feb 23 - Mar 2, 2026

john
john b.
Ashburn, VA | Reviewed on Mar 03, 2026
I was very happy that my agent texted me 2-3 times a day to make sure that everything was going well. The driver she arranged for me was wonderful (Isiory was her name) Read more

I was very happy that my agent texted me 2-3 times a day to make sure that everything was going well. The driver she arranged for me was wonderful (Isiory was her name)

Hotel Review
Alma San Juan
San Juan
Authenticity & Character
Roof top bar
Location
Near a public plaza with lots of nearby restaurants
Staff
Very responsive
Cleanliness & Comfort
Large well-laid out rooms
Activity Reviews
La Parguera Sunset + Swim in the Bio-Luminescent Bay
La Parguera Sunset + Swim in the Bio-Luminescent Bay
Puerto Rico

The tour was canceled due to a prediction of bright moon light. The vendor certainly knew that there was a full moon that night, or should have. Therefore, the vendor should not have accepted the tour request. By the time I learned of the cancellation, it was too late to scgedule anything else.

Quality of Experience
Vendor should not accept tours on dates with full moon
Guides, Drivers and Staff
Do the tour
Historic Golf Car Ride Discover Old San Juan in Style
Historic Golf Car Ride Discover Old San Juan in Style
Puerto Rico

Gave a good understanding of Old San Juan layout and neighborhoods

Local specialist: Harry Alvarez

An adventurous trip with two younger children!
the Dominican Republic | Feb 13 - Feb 23, 2026

Chris
Chris H.
Newark, NJ | Reviewed on Feb 28, 2026
Francis was absolutely amazing to work with. He was super responsive the entire trip. Basically everything went according to plan, and when minor hiccups came up, Francis was always available to quickly resolve them via phone call. It was also great that we were able to make s adjustments to the itinerary to accommodate how our children (3 and 7) were doing. We had a phone call with Harry at the beginning of planning and it was so helpful to be able to share the concerns we had about... Read more

Francis was absolutely amazing to work with. He was super responsive the entire trip. Basically everything went according to plan, and when minor hiccups came up, Francis was always available to quickly resolve them via phone call.

It was also great that we were able to make s adjustments to the itinerary to accommodate how our children (3 and 7) were doing. We had a phone call with Harry at the beginning of planning and it was so helpful to be able to share the concerns we had about traveling with small kids, while also trying to do a trip in the DR that was outside of the typical all inclusives and beaten pathy. There is no way we could have managed this trip on our own. We had a rich experience, seeing the beautiful mountains and waterfalls of the interiors, visiting a cocoa farm where our kids got to learn the whole process from tree to bar & we bought the most delicious chocolate ever, and then we headed to the beach --- but to a small quieter beach town and a very thoughtful small hotel that had what we needed & was so lovely. All the drivers hired were helpful and Francis was just a text away in case of any issues.

Overall, we had an amazing time, and got to have a bunch of super memorable experiences over the course of the trip. We would definitely look into booking with kimkim again and will certainly reach out to Harry and Francis when we are ready to head back to the DR.

Hotel Reviews
Hoteles Nicolas de Ovando
Santo Domingo

Really nice hotel with great staff and everyone was super nice to our kids - even more so than the other hotels we stayed in Great pool Breakfast was just ok Super close to everything in the colonial district

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Villa Serena
Las Galeras

Super peaceful location with an absolutely amazing view. Pool is a bit tiny is that's a concern. It doesn't really have a "beach" if you have kids that like to play in the sand, but you can easily access the water for swimming or paddling via kayak or SUP. Only a 10 min walk to la playita if you want a sandy beach. Food was solid, but nothing special. Staff was really nice.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Gran Jimenoa
Jarabacoa

Solid hotel for Jarabacoa but with some minor issues. Showers weren't the best, but are acceptable (hot water takes a bit of time). Really beautiful grounds. Staff was nice. Good playground and pool on site if traveling with kids. Music was a playing into the evening, but it was never really an issue (maybe bc we had the apartment, which was facing the parking lot). Food was pretty good - breakfast got repetitive, but overall it was good.

Authenticity & Character
Really beautiful grounds
Location
Easy to get to anything in Jarabacoa
Staff
Cleanliness & Comfort
Activity Reviews
Samana's Coastal Paradise: 7 Beaches to Explore -group tour
Samana's Coastal Paradise: 7 Beaches to Explore -group tour
the Dominican Republic

We basically just wanted to visit Playa Rincon and hang there with the kids, so we adjusted accordingly (visited 2 beaches)

Quality of Experience
Food
Lunch was notably excellent
Guides, Drivers and Staff
Transport
Whale Watching in Samana Bay
Whale Watching in Samana Bay
the Dominican Republic

Great trip - we saw a ton of whales!

Quality of Experience
Guides, Drivers and Staff
Transport
Jarabacoa to La Galeras with Stop in San Francisco de Macoris for Cacao Experience
Jarabacoa to La Galeras with Stop in San Francisco de Macoris for Cacao Experience
the Dominican Republic

Cacao experience was probably the best farm tour we've done anywhere - highly recommend.

Quality of Experience
Food
Lunch at the cacao farm was just ok
Guides, Drivers and Staff
Transport
Day Trip Constanza
Day Trip Constanza
the Dominican Republic

The falls here are absolutely stunning and landscape is so beautiful - definitely worth it! Kids loved the strawberry farm.

Quality of Experience
Food
Service at lunch was painfully slow, but the food was some of the best of the trip
Guides, Drivers and Staff
Transport
Horseback riding in Jarabacoa
Horseback riding in Jarabacoa
Jarabacoa

Kids had a great time riding the horses - they were very gentle. Some of the areas the horses walk through aren't exactly "nature trails" but it's not really a big deal. Fun to cross the streams and pass by all the farms.

Quality of Experience
Guides, Drivers and Staff
Transport
Baiguate Waterfall
Baiguate Waterfall
Jarabacoa

Pretty waterfall, but it's a pretty short walk. It worked for us because our kids love playing with rocks, sand, dirt and there was plenty to do at the base of the waterfall, but without kids this feels like an hour activity at most and should probably be combined with something else.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Harry Alvarez
Harry
Harry Alvarez
Local specialist in Santo Domingo, Dominican Republic | Replied on Mar 04, 2026
Thank you so much, Chris! It was truly a pleasure to plan and deliver this trip for you, Isha, and the kids. Watching your family embrace new experiences and step outside your comfort zone made every detail worth it — that's exactly why we do what we do. We know how much trust it takes to hand over the reins on something as meaningful as family travel, and we don't take that lightly. Knowing we hit the mark means the world to us. The Dominican Republic was just the beginning — we can't wait... Read more

Thank you so much, Chris! It was truly a pleasure to plan and deliver this trip for you, Isha, and the kids. Watching your family embrace new experiences and step outside your comfort zone made every detail worth it — that's exactly why we do what we do.

We know how much trust it takes to hand over the reins on something as meaningful as family travel, and we don't take that lightly. Knowing we hit the mark means the world to us.

The Dominican Republic was just the beginning — we can't wait to help create the next chapter of your family's adventures. Until then, wishing you all wonderful memories from this trip! 🌴

Our 5-Day Puerto Rico AdventureWe recently ...
Puerto Rico | Feb 16 - Feb 16, 2026

B
Bob G.
Ashburn, VA | Reviewed on Feb 23, 2026
Our 5-Day Puerto Rico Adventure We recently used KimKim to help us plan a 5-day trip to Puerto Rico, and the experience was exceptional. While we handled our own flights, accommodations, and car rentals, we turned to KimKim specifically to curate the "what to do" portion of our trip—and they delivered exactly what we needed. Expert Itinerary Design with Harry
The process started with Harry, who did a fantastic job crafting a customized itinerary. He really listened to what we were...
Read more

Our 5-Day Puerto Rico Adventure

We recently used KimKim to help us plan a 5-day trip to Puerto Rico, and the experience was exceptional. While we handled our own flights, accommodations, and car rentals, we turned to KimKim specifically to curate the "what to do" portion of our trip—and they delivered exactly what we needed.

Expert Itinerary Design with Harry
The process started with Harry, who did a fantastic job crafting a customized itinerary. He really listened to what we were looking for and managed to pack the perfect amount of activity into a 5-day window without it feeling rushed. His knowledge of the island ensured that we saw the best of Puerto Rico while focusing on high-quality experiences that matched our interests.

Flawless Execution with Isabel
Once the itinerary was finalized, Isabel took over the project management side of things, and she was a total pro. She ensured every booking and activity went smoothly, providing us with peace of mind throughout the trip.
Beyond just managing the logistics, Isabel’s restaurant recommendations were absolutely spot-on. Every meal she suggested was a highlight, giving us a true taste of the local culinary scene. Her attention to detail and responsiveness made the entire process stress-free.

Final Thoughts
If you are looking for a way to elevate your travel experience with local expertise and reliable project management, I highly recommend this team. Even if you prefer to book your own logistics like we did, having Harry’s vision for the itinerary and Isabel’s execution on the ground made our Puerto Rican getaway truly memorable.

Local specialist: Harry Alvarez
Harry
Harry Alvarez
Local specialist in Santo Domingo, Dominican Republic | Replied on Feb 27, 2026

Thanks Bob! It was truly a pleasure to have you. Isabel is amazing and i'm glad you were able to work so closely with her. Thanks for being a great traveler and we hope we can welcome you back in the Caribbean again soon.

Puerto Rican Get-a-way
Puerto Rico | Jan 14 - Jan 21, 2026

Don
Don M.
Onalaska, WI | Reviewed on Jan 26, 2026
We had a great one week winter get-a-way to Puerto Rico. We knew we wanted to visit the islands of Culebra and Vieques but didn't know anything about either one. After just a brief conversation with our agent, Harry, at KimKim we knew we had the right person to create a memorable trip for us. Harry fully understood our travel preferences and delivered transportation, lodging, and excursion options that absolutely hit our sweet spots. Everything was great and the entire trip transpired very... Read more

We had a great one week winter get-a-way to Puerto Rico. We knew we wanted to visit the islands of Culebra and Vieques but didn't know anything about either one. After just a brief conversation with our agent, Harry, at KimKim we knew we had the right person to create a memorable trip for us. Harry fully understood our travel preferences and delivered transportation, lodging, and excursion options that absolutely hit our sweet spots. Everything was great and the entire trip transpired very smoothly. Besides the excellent trip plan, we were very pleasantly surprised with how our travel team stayed in touch with us during the trip. They made themselves available to answer any questions we had. The trip went so smoothly that we didn't need much help, but it was nice to know they were always available. This was our second trip to Puerto Rico and we really enjoyed it. It is an easy place to travel, the Puerto Ricans are super friendly, and the scenery is beautiful. We really enjoyed Vieques. It has a super laid back vibe but with all the amenities and services you could need. The beaches were great and easy to access. And the snorkeling was good. We would definitely consider another vacation to Vieques. Thanks to the team of travel experts for putting our vacation together and for the excellence service they provided during our time in Puerto Rico.

Hotel Review
El Blok
Vieques,

El Blok is a very nice hotel in a great location in Esperanza on Vieques. We loved the vibe of Esperanza. The staff at El Blok were super friendly and helpful and could answer any questions we had about Vieques. We rented a 4-wheeler right across the street from the hotel and Banana's Restaurant just down the block was one of our favorites. There is a nice beach right across the street from the hotel and it is a perfect place to watch sunsets. Would definitely go back to El Blok.

Authenticity & Character
It seems like a newer hotel. It has a cool layout and very well maintained. Nice restaurant that was also open for morning coffee and breakfast.
Location
Right across the street from a nice beach and close to many restaurants and food trucks.
Staff
The front desk staff were all very personable and helpful and seemed like they liked their job. The make the hotel a very friendly place.
Cleanliness & Comfort
Seems like a new hotel. Super clean, great beds, the rooms were well appointed and everything was completely up to date.
Activity Review
Mosquito- Vieques Bio Bay
Mosquito- Vieques Bio Bay
Vieques

The year before we visited a different bio-bay on the main island near Fajardo that we found absolutely amazing. So we were very excited about visiting the Vieques bio-bay. Although the bay itself was very cool, the overall experience was a little disappointing. First off, the long road in and out of this bio-bay is extremely rough. As in "what in the hell are you thinking" rough. Holy moly, smooth the road out! Also, I get the profit motive, but once at the bio-bay we felt like cattle being processed. The different venders were absolutely speeding people off the buses to the kayaks and then out of the kayaks back to the buses. The Fajardo bio-bay was a way more relaxed experience and in our opinion a much better experience. I would recommend the bio-bay but shame on the vendors for the crappy road and the rushed experience. But, I must also add that it was our anniversary the day we went. And somehow the KimKim team told the Bio-bay provider. So, a very sweet woman named Mayra (or maybe Maya?) who worked for the vendor actually made us a Wedding Anniversary cake and gave it to us on the excursion. That was amazing and delicious! So, thank you thank you thank you Mayra, you are an amazing baker. (Tell your boss to convince the powers that be to smooth the road into the bay)

Quality of Experience
Transport
Local specialist: Harry Alvarez
Harry
Harry Alvarez
Local specialist in Santo Domingo, Dominican Republic | Replied on Jan 27, 2026

It was such a pleasure to host you Don. We are honored that you shared your anniversary with us and are glad you enjoyed yourselves. We look forward to hosting you again soon.

Excellent trip
Puerto Rico | Jan 14 - Jan 21, 2026

S
Sara M.
West Saint Paul, MN | Reviewed on Jan 23, 2026
Excellent trip and allowed for us a lot of flexibility. The hotel El Bock in Vieques was excellent and highly recommended for comfort, close to action ie beach and restaurants yet quiet and comfortable with a great spot to relax in the lobby area. Snorkeling was fun. Kim Kim staff were very responsive to questions though we didn’t have many since trip was smooth. The people of PR are ‘muy amable’. Now back in MN awaiting a winter storm. Read more

Excellent trip and allowed for us a lot of flexibility. The hotel El Bock in Vieques was excellent and highly recommended for comfort, close to action ie beach and restaurants yet quiet and comfortable with a great spot to relax in the lobby area. Snorkeling was fun. Kim Kim staff were very responsive to questions though we didn’t have many since trip was smooth. The people of PR are ‘muy amable’. Now back in MN awaiting a winter storm.

Hotel Review
El Blok
Vieques,
Authenticity & Character
It was simply goo and staff were great
Location
Comfortable and excellent staff. Easy to get around
Staff
Very nice and helpful, engaging
Cleanliness & Comfort
Local specialist: Harry Alvarez
Harry
Harry Alvarez
Local specialist in Santo Domingo, Dominican Republic | Replied on Jan 26, 2026

Thank's Sara! Glad you were able to share some time with your parents. We love Vieques too. It's such a magical place.