Spain & Portugal Travel Expert & Specialist

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Ryan Cowden, Travel Agent in Chicago, IL

Ryan Cowden

Chicago, IL Travel Agent
Super Agent

Ryan Cowden

Chicago, IL · 8 Years of Experience

Avid Nomad Travel, an independent agent with KHM Travel Group, a Travel Leaders Network Affiliate Agency
5.0
(52)
100% Recommended
Ryan helped us plan for a 10 day trip to Colombia where we visited three cities in September 2025. The thought of having to plan multiple... Read More >
About
Reviews
My Places

Areas of expertise

Destinations:

Europe, Spain, Portugal

Interests:

Global Travel, Historical Sites, Luxury, European Culture, LGBTQ+ Travel

About Me

Exploring Spain beyond its cities
Exploring Spain beyond its cities

As a Spain and Portugal travel specialist, I've made more than 20 trips across the Iberian Peninsula, more than anywhere except where I've resided (US and UK) and all but resided (Brazil and Colombia), and it remains one of my favorite parts of the world to plan trips to, and continue to explore. Most first-time visitors head straight to Barcelona, and understandably so, with its striking architecture, nearby beach towns and mountain backdrop. But Spain and Portugal offer far more.

Climate and landscape shift dramatically across the peninsula. Northern Spain and northern Portugal are lush and green, a sharp contrast to the arid south. Around Madrid, snow-dusted mountains give way to pine forests stretching north, while the south grows intensely hot in summer, explaining exactly why siesta exists. In Portugal, the north turns rugged and scenic, with the Douro River basin's hillside vineyards among the most beautiful landscapes in the region, while the south blends into Andalucía's dry climate, hot but rarely as blazing as Córdoba or Sevilla, making it ideal beach territory.

History runs deep across the entire peninsula, shaped by centuries of overlapping civilizations. Roman Hispania left its mark in aqueducts, ruins and city foundations still visible today. Galicia carries Celtic heritage, complete with bagpipes. The Basque Country offers iconic festivals, distinctive towns, and a globally renowned art and food scene. Central Spain is the heart of Castile, layered with Roman ruins, walled medieval cities, hilltop castles, grand cathedrals, and Madrid's famously late-night energy. The coastline from Barcelona to Cádiz varies widely, from well-developed resort areas to quieter, lesser-visited stretches, while Valencia and Barcelona stand out as distinctive Mediterranean cities in their own right. Portugal, once overlooked by comparison, has become an outstanding destination in its own right, its own Age of Discovery legacy still visible in cities like Lisbon and Porto, alongside islands, greenery, vibrant cities and resort-style coastal escapes. Some of the best ways to truly discover the peninsula, though, are its smaller towns and cities, places like Évora, Braga and São Miguel in Portugal, or Santiago de Compostela, Segovia, Cuenca and Ronda in Spain.

Moorish Spain deserves its own spotlight. For nearly 800 years, much of the peninsula was under Islamic rule, a period that ended with the fall of Granada in 1492. Toledo offers a glimpse of this legacy, but Granada, Sevilla and Córdoba are where medieval Islamic Spain truly comes to life, with the Alhambra standing as one of the must-see sites in all of Europe.

With deep, firsthand experience across both countries, I take the guesswork out of planning an Iberian itinerary, matching the right regions, cities and pace to your specific interests rather than a one-size-fits-all route. Ready to start planning your trip to Spain or Portugal? Get in touch to schedule a conversation.

 

Additional Languages
Portuguese,
Spanish

REVIEWS

Rating: 5.0
52 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 52 reviews

A lot for 10 days and loved it!
Reviewed By Alex - Washington, DC | Traveled to Colombia | South America
Ryan helped us plan for a 10 day trip to Colombia where we visited three cities in September 2025. The thought of having to plan multiple flights, hotel stays, eateries AND tours felt daunting for us. I mean we could have done it, but we knew that Ryan has been there many times and so we wanted to take advantage of that experience. He was amazing with the hotel selections and tour experiences. I'm not sure I would have found those eclectic boutique hotels myself; it felt special. All the tour guides were smart, friendly, funny, helpful and a pleasure to tour with. We had one mix-up with a full day city tour, but Ryan was very helpful in resolving it - quick to reply to our messages and sort out alternative options. I think it's important to have someone who knows how to handle the bumpy parts of travel, too. We still made it to the tour, happily! I feel like I experienced a great vacation with Ryan's help. Thank you, thank you!
Ryan Cowden responded
"I'm so glad you loved your time in Colombia, it really is a great destination! Thanks again for getting in touch, I can't wait to see where you'll go next!"
✓ I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
The Perfect Trip to Italy
Reviewed By Dan - Columbus, OH | Traveled to Italy ~ Europe
Ryan and Avid Nomad Travel helped us plan a trip of a lifetime to Italy and Spain. Twice-postponed due to the pandemic, Ryan was extremely communicative throughout the process and even helped us make some last minute adjustments. The hotels, the tours, and the transfers we had were all spectacular and definitely not something we could have pieced together ourselves in such a perfect way. Thanks, Ryan!
Ryan Cowden responded
"Thanks Dan! Glad you were finally able to get there and enjoyed your time exploring! Looking forward to the next adventure!"
✓ I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Making Lifetime Memories
Reviewed By Kate - Columbus Ohio | Traveled to Italy ~ Europe
Ryan did an amazing job planning and assisting my family through our trip to Italy. He was able to plan an itinerary for my family to keep everyone happy, which is no small feat.

Not only was the planning a smooth process, Ryan made himself available throughout our trip to help when we encountered snafu’s, like our connecting flight being cancelled the morning we were to leave for our trip. Ryan was on the ball and had us re-routed in no time.

Thankfully once we arrived in Italy everything went off without a hitch. The directions were detailed and accurate and we were able to spend time together and make memories of a lifetime.
Ryan Cowden responded
"Thanks so much Kate! Glad everyone enjoyed their time in Italy, I'm looking forward to your next adventure!"
✓ I would recommend this agent to my family and friends.
2 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Two weeks in Europe
Reviewed By Aj456 - Waco, TX | Traveled to Europe
Ryan put together a dream trip for my daughter's high school graduation trip. She had wanted to see the Paris/The Eiffel Tower since she was a little girl. We had two weeks of time, and the only thing we knew we had to do was see the Eiffel Tower. Ryan spoke to both of us separately about the trip and what we wanted out of it. We ended up flying to London, taking the train to Paris, then on to Brugge, and finally Amsterdam. We loved getting picked up from the airport/train stations and driven straight to our hotels. It was definitely nice when we were exhausted after our long overnight flight. All of our hotel stays were wonderful. They were all located close to public transit, clean, all had air conditioning, and breakfast included. The staff was friendly and helpful at each of our stays. We took several tours, Tower of London, Seine River, Stonehenge and Bath, a city night drive in a Citreon through Paris, tours of Versailles, Notre Dame, The Louvre, Brugge, and the canals of Amsterdam. We also had afternoon tea in London and baked croissants in Paris. All of our tours and group activities were done in small groups, and we often had early access before the crowds were let it. All of our guides were funny and knowledgeable. We went to a show one night in London and had excellent seats. We were assigned a travel angel while in Europe that we could reach out to if there were any issues, which we did utilize a few times. He always responded quickly and helped us to solve any problems we had. In addition, Ryan was very helpful when our flight was cancelled and we ended up with an extra day in Amsterdam. This was the first vacation we booked with Ryan, and by the third day, we both knew we were in great hands. The tours, hotels, and experiences were well chosen, and felt special. We will definitely book future vacations through Ryan and Avid Nomad Travel, and will be recommending for our friends and family to do the same.
Ryan Cowden responded
"I'm so happy to hear about the successful trip, and that she enjoyed her much deserved time away. I'm looking forward to seeing where you'll go next! Thanks again for the opportunity to plan such a special trip for you both."
✓ I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
UK Here We Come!
Reviewed By FansinceK - Carrollton,Ohio | Traveled to United Kingdom | Europe
Ryan was very helpful with the planning of our trip. In January we even changed the scope of our trip and Ryan got it all squared away with Globus and Cosmos. Everything he set up went flawlessly. I’m not secure with all the digital things I had to do on my end but Ryan patiently answered all my questions and calmed my nerves. We had a wonderful trip thanks to Ryan’s skills. During our trip he’d check up on how things were going. We were on our own in London a couple of days before our bus trip and the list of some of his favorite places was very helpful.
Ryan Cowden responded
"Thanks so much for the opportunity, I'm glad you enjoyed your journey in England and Scotland. I'm excited to see where you'll go next!"
✓ I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.
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