
Jennifer Klingner
Based in The City of Roses - Portland, Oregon
Jennifer Klingner
Ask me about
My Story
My insatiable curiosity for history adds a profound layer to my travels. Before I even set foot in a new place, I'm diving headfirst into books, documentaries, and online resources to unearth the rich historical narratives of the region. I enjoy crafting a perfect blend of learning and adventure that caters to the diverse ages and interests of my family.
My Travel Style
Traveling is not just a hobby—it's a way for me to experience the world in all its diversity. My travel preferences are a unique blend of seeking out warm, sunny locations near water and immersing myself in new cultures and experiences. I believe in taking full advantage of what a destination has to offer, whether it's relaxation on a pristine beach or delving into the rich tapestry of a new lifestyle.
My love for the sun, water, and all things tropical is undeniable. There's an inexplicable joy in feeling the warm sun on my skin, the soft sand beneath my feet, and the rhythmic sound of ocean waves. I find solace in places like the Caribbean Islands, where I can indulge in the simple pleasure of finding the perfect lounge chair on the beach. With a good book in one hand and a refreshing drink in the other, I bask in the serenity of these paradisiacal destinations.
However, my travel preferences go beyond the beaches and sunshine. I also have an insatiable appetite for knowledge and a deep curiosity about the world. This curiosity leads me to explore destinations that contrast with my own lifestyle. One such experience was a trip to Tennessee, where I delved into the heart and soul of the music scene. Tennessee has a rich musical history, with legends who graced stages across the state. From the birthplace of rock 'n' roll in Memphis to the country sounds of Nashville, I absorbed the music, history, and culture of this vibrant state. It was not just about being a passive observer but actively engaging with the culture, meeting local musicians, and dining where the locals dine.
For me, travel is not just about ticking off a checklist of tourist spots. It's about immersing myself in the local culture, learning about the history and traditions and engaging with the people. I love to explore local markets, try authentic cuisine and attend cultural events, no matter where I am.
I believe that every destination has a unique story to tell, and it's up to the traveler to listen and learn. Whether I'm sipping coconut water in Hawaii or savoring some authentic Greek cuisine in Athens, I'm always seeking to capture the essence of a place. My travel preferences encompass the best of both worlds—relaxation and adventure, sunshine and new experiences. The world is a vast and beautiful place and I intend to explore every corner.
My reviews (46)
Aala M.
14 days ago
Jennifer was lovely to work with! I appreciate her persistence and willingness to go the extra mile. She made my trip so seamless and I love the personalized touches. I highly recommend her for all your travels!
Dan W.
3 months ago
Jenn helped us plan an amazing road trip from Georgia all the way to California, and I honestly can’t say enough good things about her. One of our stops was New Orleans, and she gave me several hotel options that fit my style and preferences. I’ve worked with Jenn before, so I trusted she’d get it right—but I was blown away when the Waldorf ended up being one of the most affordable choices. We never imagined staying there, and it turned out to be such a treat.
Jenn took care of everything, even calling a few days before our arrival to double-check all the details. When we checked in, the staff made us feel like VIPs—it was such a special moment and one of the highlights of our trip.
Jenn is patient, detail-oriented, and genuinely cares about her clients. I highly recommend her to anyone planning travel. For me, it’s not just a recommendation—I’ll be turning to Jenn for all my future trips.
Jennifer P.
3 months ago
Jen is helpful with packages, answering questions and treating us like valued guests. She sent us a gift basket upon our arrival.
Mitchell B.
4 months ago
I cannot say enough amazing things about Jennifer! From start to finish, she was incredibly attentive and made the entire planning process effortless. She answered every question I had with patience and clarity, and went far beyond what I ever expected. Not only did she create a beautiful, custom itinerary tailored perfectly to us, but she also kept in touch during our trip reaching out as soon as she was notified about any updates or changes. She even contacted the concierge in advance to ensure we received the best treatment possible upon arrival. The cherry on top? She found all of this at half of our original budget without sacrificing a single detail. Her dedication, thoughtfulness, and expertise made this trip truly unforgettable. I will be using her for every future adventure and recommending her to everyone I know!
Mariah B.
4 months ago
Jenn was amazing! She even rebooked a few hotels for us when we were able to extend our vacation by a few extra days! Can’t wait to have her help plan our future trips!
Aala M.
14 days ago
Jennifer was lovely to work with! I appreciate her persistence and willingness to go the extra mile. She made my trip so seamless and I love the personalized touches. I highly recommend her for all your travels!
Dan W.
3 months ago
Jenn helped us plan an amazing road trip from Georgia all the way to California, and I honestly can’t say enough good things about her. One of our stops was New Orleans, and she gave me several hotel options that fit my style and preferences. I’ve worked with Jenn before, so I trusted she’d get it right—but I was blown away when the Waldorf ended up being one of the most affordable choices. We never imagined staying there, and it turned out to be such a treat.
Jenn took care of everything, even calling a few days before our arrival to double-check all the details. When we checked in, the staff made us feel like VIPs—it was such a special moment and one of the highlights of our trip.
Jenn is patient, detail-oriented, and genuinely cares about her clients. I highly recommend her to anyone planning travel. For me, it’s not just a recommendation—I’ll be turning to Jenn for all my future trips.
Jennifer P.
3 months ago
Jen is helpful with packages, answering questions and treating us like valued guests. She sent us a gift basket upon our arrival.
Mitchell B.
4 months ago
I cannot say enough amazing things about Jennifer! From start to finish, she was incredibly attentive and made the entire planning process effortless. She answered every question I had with patience and clarity, and went far beyond what I ever expected. Not only did she create a beautiful, custom itinerary tailored perfectly to us, but she also kept in touch during our trip reaching out as soon as she was notified about any updates or changes. She even contacted the concierge in advance to ensure we received the best treatment possible upon arrival. The cherry on top? She found all of this at half of our original budget without sacrificing a single detail. Her dedication, thoughtfulness, and expertise made this trip truly unforgettable. I will be using her for every future adventure and recommending her to everyone I know!
My travel ideas (9)

Charleston: Southern Charm, History & The Most Gorgeous Sunset Ever
If you’ve ever dreamed of stepping into a city where cobblestone streets, live oaks, and centuries of history meet coastal beauty, Charleston, South Carolina delivers it all—and then some.
I recently spent six incredible days exploring this Lowcountry gem while staying at the Francis Marion Hotel, and it was the perfect balance of history, romance, and coastal charm. Here’s how it all unfolded—and how you can recreate the magic for your own Charleston escape.

Charleston: Southern Charm, History & The Most Gorgeous Sunset Ever
If you’ve ever dreamed of stepping into a city where cobblestone streets, live oaks, and centuries of history meet coastal beauty, Charleston, South Carolina delivers it all—and then some.
I recently spent six incredible days exploring this Lowcountry gem while staying at the Francis Marion Hotel, and it was the perfect balance of history, romance, and coastal charm. Here’s how it all unfolded—and how you can recreate the magic for your own Charleston escape.

My Insider’s Travel Guide to Las Vegas: Maximizing Fun, Relaxation & Loyalty Perks with MGM
Las Vegas has this magical way of letting you be whoever you want to be for a few days—adventurous, indulgent, carefree, or completely relaxed. I love Vegas because it’s a place where luxury meets fun. One day I can be sipping cocktails at a serene adults-only pool, and the next I’m zip-lining above the neon glow of Fremont Street or getting lost in the Bellagio Conservatory’s seasonal displays. Having been to Vegas many times, I love that each trip is unique. Each time we go, we are doing new things. It is rare to find a destination with that level of variety.

My Insider’s Travel Guide to Las Vegas: Maximizing Fun, Relaxation & Loyalty Perks with MGM
Las Vegas has this magical way of letting you be whoever you want to be for a few days—adventurous, indulgent, carefree, or completely relaxed. I love Vegas because it’s a place where luxury meets fun. One day I can be sipping cocktails at a serene adults-only pool, and the next I’m zip-lining above the neon glow of Fremont Street or getting lost in the Bellagio Conservatory’s seasonal displays. Having been to Vegas many times, I love that each trip is unique. Each time we go, we are doing new things. It is rare to find a destination with that level of variety.

Playa del Carmen with Teens: A Week of Sun, Snorkeling & Swim-Out Suites
Playa del Carmen was the perfect blend of relaxation and adventure for our family trip with two teenagers. We stayed at Generations Riviera Maya, and the first thing that stole my heart was our swim-out suite. Each morning, I’d step out onto the patio, coffee in hand, sink into a lounge chair, and watch the early light dance across the pool. Those moments alone made the trip worth it.

Playa del Carmen with Teens: A Week of Sun, Snorkeling & Swim-Out Suites
Playa del Carmen was the perfect blend of relaxation and adventure for our family trip with two teenagers. We stayed at Generations Riviera Maya, and the first thing that stole my heart was our swim-out suite. Each morning, I’d step out onto the patio, coffee in hand, sink into a lounge chair, and watch the early light dance across the pool. Those moments alone made the trip worth it.

A Week in Lahaina: The Ultimate Maui Adventure
Lahaina, Maui, is a place where adventure, relaxation, and island culture come together beautifully.

A Week in Lahaina: The Ultimate Maui Adventure
Lahaina, Maui, is a place where adventure, relaxation, and island culture come together beautifully.

Lowcountry Charm & Beachside Bliss: Hilton Head Island
Hilton Head is more than just a place for the beach and golf. We “accidentally” stumbled upon Beaufort, which was a hidden gem. The town’s role in early efforts toward racial equality after the Civil War was a powerful and moving experience.

Lowcountry Charm & Beachside Bliss: Hilton Head Island
Hilton Head is more than just a place for the beach and golf. We “accidentally” stumbled upon Beaufort, which was a hidden gem. The town’s role in early efforts toward racial equality after the Civil War was a powerful and moving experience.

Exploring Puerto Vallarta: A Paradise of Adventure, Food & Nature
Puerto Vallarta, on Mexico’s Pacific coast, perfectly blends culture, nature, adventure, and relaxation. It’s a safe, vibrant city full of things to do, whether you’re after adventure, authentic cuisine, or stunning beaches. Organizing a 9-day trip for six adults and four teens from four households with different interests was no easy feat. With multiple flights, various transportation modes, and a variety of preferences, we found just one activity that appealed to everyone besides dining!

Exploring Puerto Vallarta: A Paradise of Adventure, Food & Nature
Puerto Vallarta, on Mexico’s Pacific coast, perfectly blends culture, nature, adventure, and relaxation. It’s a safe, vibrant city full of things to do, whether you’re after adventure, authentic cuisine, or stunning beaches. Organizing a 9-day trip for six adults and four teens from four households with different interests was no easy feat. With multiple flights, various transportation modes, and a variety of preferences, we found just one activity that appealed to everyone besides dining!

New York Theater Trip with a Service Animal
Celebrating a 16th birthday in New York City was a memorable experience filled with Broadway shows, sightseeing, and a comfortable stay at the Paramount Hotel. The staff was incredibly kind and accommodating when I called ahead about the service dog accompanying my clients. As a pet-friendly property, they provided helpful information about nearby pet relief areas and even included water bowls in the room. Their thoughtful service made the entire stay smooth and enjoyable for both the guests and the service animal.

New York Theater Trip with a Service Animal
Celebrating a 16th birthday in New York City was a memorable experience filled with Broadway shows, sightseeing, and a comfortable stay at the Paramount Hotel. The staff was incredibly kind and accommodating when I called ahead about the service dog accompanying my clients. As a pet-friendly property, they provided helpful information about nearby pet relief areas and even included water bowls in the room. Their thoughtful service made the entire stay smooth and enjoyable for both the guests and the service animal.

A Timeless Adventure: Disney World's Hollywood Studios, Where Teens Make Vacation Memories!
Hollywood Studios was the top park for my teens. They loved the vibe, the rides, and the themes. Thankfully, we had Park Hopper passes. This helped as we ended up at the park for six out of the eight days we were traveling.

A Timeless Adventure: Disney World's Hollywood Studios, Where Teens Make Vacation Memories!
Hollywood Studios was the top park for my teens. They loved the vibe, the rides, and the themes. Thankfully, we had Park Hopper passes. This helped as we ended up at the park for six out of the eight days we were traveling.

Spring in the Columbia River Gorge
The Columbia River Gorge offers an array of experiences to suit every taste. From outdoor adventures to leisurely wine tasting in picturesque vineyards, and geological history that dates back centuries, the gorge caters to a diverse range of interests. With its breathtaking natural beauty serving as a backdrop, visitors can indulge in activities such as hiking, windsurfing and kayaking, immersing themselves in the stunning landscape. Additionally, opportunities for pampering and relaxation abound, with spas and wellness retreats providing the perfect escape from the hustle and bustle of everyday life.

Spring in the Columbia River Gorge
The Columbia River Gorge offers an array of experiences to suit every taste. From outdoor adventures to leisurely wine tasting in picturesque vineyards, and geological history that dates back centuries, the gorge caters to a diverse range of interests. With its breathtaking natural beauty serving as a backdrop, visitors can indulge in activities such as hiking, windsurfing and kayaking, immersing themselves in the stunning landscape. Additionally, opportunities for pampering and relaxation abound, with spas and wellness retreats providing the perfect escape from the hustle and bustle of everyday life.

Charleston: Southern Charm, History & The Most Gorgeous Sunset Ever
If you’ve ever dreamed of stepping into a city where cobblestone streets, live oaks, and centuries of history meet coastal beauty, Charleston, South Carolina delivers it all—and then some.
I recently spent six incredible days exploring this Lowcountry gem while staying at the Francis Marion Hotel, and it was the perfect balance of history, romance, and coastal charm. Here’s how it all unfolded—and how you can recreate the magic for your own Charleston escape.

Charleston: Southern Charm, History & The Most Gorgeous Sunset Ever
If you’ve ever dreamed of stepping into a city where cobblestone streets, live oaks, and centuries of history meet coastal beauty, Charleston, South Carolina delivers it all—and then some.
I recently spent six incredible days exploring this Lowcountry gem while staying at the Francis Marion Hotel, and it was the perfect balance of history, romance, and coastal charm. Here’s how it all unfolded—and how you can recreate the magic for your own Charleston escape.

My Insider’s Travel Guide to Las Vegas: Maximizing Fun, Relaxation & Loyalty Perks with MGM
Las Vegas has this magical way of letting you be whoever you want to be for a few days—adventurous, indulgent, carefree, or completely relaxed. I love Vegas because it’s a place where luxury meets fun. One day I can be sipping cocktails at a serene adults-only pool, and the next I’m zip-lining above the neon glow of Fremont Street or getting lost in the Bellagio Conservatory’s seasonal displays. Having been to Vegas many times, I love that each trip is unique. Each time we go, we are doing new things. It is rare to find a destination with that level of variety.

My Insider’s Travel Guide to Las Vegas: Maximizing Fun, Relaxation & Loyalty Perks with MGM
Las Vegas has this magical way of letting you be whoever you want to be for a few days—adventurous, indulgent, carefree, or completely relaxed. I love Vegas because it’s a place where luxury meets fun. One day I can be sipping cocktails at a serene adults-only pool, and the next I’m zip-lining above the neon glow of Fremont Street or getting lost in the Bellagio Conservatory’s seasonal displays. Having been to Vegas many times, I love that each trip is unique. Each time we go, we are doing new things. It is rare to find a destination with that level of variety.

Playa del Carmen with Teens: A Week of Sun, Snorkeling & Swim-Out Suites
Playa del Carmen was the perfect blend of relaxation and adventure for our family trip with two teenagers. We stayed at Generations Riviera Maya, and the first thing that stole my heart was our swim-out suite. Each morning, I’d step out onto the patio, coffee in hand, sink into a lounge chair, and watch the early light dance across the pool. Those moments alone made the trip worth it.

Playa del Carmen with Teens: A Week of Sun, Snorkeling & Swim-Out Suites
Playa del Carmen was the perfect blend of relaxation and adventure for our family trip with two teenagers. We stayed at Generations Riviera Maya, and the first thing that stole my heart was our swim-out suite. Each morning, I’d step out onto the patio, coffee in hand, sink into a lounge chair, and watch the early light dance across the pool. Those moments alone made the trip worth it.
My travel photos




