
Tessa Underwood
Based in S.F. Bay Area, California
Tessa Underwood
Ask me about
My Story
Hi there! I’m passionate about designing travel experiences that inspire, energize and refresh. My travels have taken me all over the world — from Iceland and Taiwan to New Zealand and Norway — deepening my love for discovering new cultures and places. With extensive experience in both personal and business travel, I bring a unique perspective to creating journeys that balance adventure, comfort and seamless execution. From selecting the perfect destinations to ensuring every moment of your journey runs smoothly, my meticulous attention to detail ensures that each trip is as unique as the traveler. I take the stress out of travel so you can focus on enjoying the experience.
My Travel Style
I believe the best trips balance thoughtful planning with room for spontaneity. A well-crafted itinerary ensures a smooth and enjoyable experience, while flexibility allows you to embrace unexpected moments that make travel unforgettable. It’s about being organized enough to relax and open enough to discover the extraordinary.
My reviews (3)
Jenny S.
a year ago
I recently had the pleasure of working with Tessa Underwood for the second time, planning a weekend trip to Palm Springs. With minimal guidance from me — just a desire for a fun and relaxing getaway — Tessa crafted the perfect itinerary. She provided detailed notes on arrival times for everyone in my party, multiple restaurant options for each evening, and suggestions for shopping and other enjoyable activities. The hotel, The Thompson, was a brand-new property that had opened just days before my arrival. It was stunning and exuded luxury. The restaurant at the hotel served amazing food, and although the staff was still settling in, they were incredibly friendly. A unique perk was the Rivian service, which offered rides within a 3-mile radius — a feature I used several times. I wanted to stay downtown, close to restaurants and shopping, and this location was ideal. Tessa's itinerary was spot-on, exactly what I was looking for. One of her standout recommendations was The Spa at Sec-he. Despite having visited Palm Springs numerous times, I had never heard of this spa, and now it's my favorite! I enjoyed it so much that I plan to book another trip just to return to this spa. For our second evening's dinner, Tessa recommended Farm, and it was the perfect choice. The food and service were outstanding, and the outdoor dining area, complete with a talented musician, provided a relaxing yet elegant experience. Having Tessa plan my trips is a dream come true. She takes care of every detail, allowing me to fully enjoy the destination without the stress of planning. I highly recommend Tessa Underwood for anyone looking to have a seamless and enjoyable travel experience.
Steve R.
a year ago
This was my first time working with a travel advisor, and wow, what a game changer! From our very first chat, it was obvious that Tessa was all in when it came to creating the perfect trip for me. She really listened to my ideas and needs for the trip, making sure every detail lined up with what I had in mind. The whole experience ended up being so stress-free and relaxing, exactly what I needed. I can’t recommend Tessa enough — she truly made my trip memorable!
Jenny S.
a year ago
I cannot recommend my travel advisor, Tessa, highly enough. Working with her was an extremely friendly and seamless experience, allowing me to book my staycation with minimal effort on my part. Tessa freed up my time, making the entire process stress-free and enjoyable. Thanks to Tessa’s exceptional service, I feel that I received extra perks, including a food and beverage credit, and room upgrade, that I might not have obtained on my own. Her attention to detail and dedication to ensuring a top-notch experience truly stood out. Given the fantastic experience I had with Tessa, I will undoubtedly continue to use her services for all my future trips. Her ability to simplify the booking process and secure added benefits makes her an invaluable asset for any traveler.
Jenny S.
a year ago
I recently had the pleasure of working with Tessa Underwood for the second time, planning a weekend trip to Palm Springs. With minimal guidance from me — just a desire for a fun and relaxing getaway — Tessa crafted the perfect itinerary. She provided detailed notes on arrival times for everyone in my party, multiple restaurant options for each evening, and suggestions for shopping and other enjoyable activities. The hotel, The Thompson, was a brand-new property that had opened just days before my arrival. It was stunning and exuded luxury. The restaurant at the hotel served amazing food, and although the staff was still settling in, they were incredibly friendly. A unique perk was the Rivian service, which offered rides within a 3-mile radius — a feature I used several times. I wanted to stay downtown, close to restaurants and shopping, and this location was ideal. Tessa's itinerary was spot-on, exactly what I was looking for. One of her standout recommendations was The Spa at Sec-he. Despite having visited Palm Springs numerous times, I had never heard of this spa, and now it's my favorite! I enjoyed it so much that I plan to book another trip just to return to this spa. For our second evening's dinner, Tessa recommended Farm, and it was the perfect choice. The food and service were outstanding, and the outdoor dining area, complete with a talented musician, provided a relaxing yet elegant experience. Having Tessa plan my trips is a dream come true. She takes care of every detail, allowing me to fully enjoy the destination without the stress of planning. I highly recommend Tessa Underwood for anyone looking to have a seamless and enjoyable travel experience.
Steve R.
a year ago
This was my first time working with a travel advisor, and wow, what a game changer! From our very first chat, it was obvious that Tessa was all in when it came to creating the perfect trip for me. She really listened to my ideas and needs for the trip, making sure every detail lined up with what I had in mind. The whole experience ended up being so stress-free and relaxing, exactly what I needed. I can’t recommend Tessa enough — she truly made my trip memorable!
Jenny S.
a year ago
I cannot recommend my travel advisor, Tessa, highly enough. Working with her was an extremely friendly and seamless experience, allowing me to book my staycation with minimal effort on my part. Tessa freed up my time, making the entire process stress-free and enjoyable. Thanks to Tessa’s exceptional service, I feel that I received extra perks, including a food and beverage credit, and room upgrade, that I might not have obtained on my own. Her attention to detail and dedication to ensuring a top-notch experience truly stood out. Given the fantastic experience I had with Tessa, I will undoubtedly continue to use her services for all my future trips. Her ability to simplify the booking process and secure added benefits makes her an invaluable asset for any traveler.
My travel ideas (1)

Seven Day Norway Road Trip Itinerary: From Oslo to Bergen
A road trip through Norway offers an unforgettable journey through the country’s iconic fjords, majestic mountains and legendary landscapes. Along the way, you’ll discover hidden gems where you can lose track of time as you explore trails and take in breathtaking views. Designed as a seven day adventure, this itinerary can easily be extended for more leisurely stops. It can be adapted to suit avid hikers or those seeking a scenic journey with less physical activity.

Seven Day Norway Road Trip Itinerary: From Oslo to Bergen
A road trip through Norway offers an unforgettable journey through the country’s iconic fjords, majestic mountains and legendary landscapes. Along the way, you’ll discover hidden gems where you can lose track of time as you explore trails and take in breathtaking views. Designed as a seven day adventure, this itinerary can easily be extended for more leisurely stops. It can be adapted to suit avid hikers or those seeking a scenic journey with less physical activity.

Seven Day Norway Road Trip Itinerary: From Oslo to Bergen
A road trip through Norway offers an unforgettable journey through the country’s iconic fjords, majestic mountains and legendary landscapes. Along the way, you’ll discover hidden gems where you can lose track of time as you explore trails and take in breathtaking views. Designed as a seven day adventure, this itinerary can easily be extended for more leisurely stops. It can be adapted to suit avid hikers or those seeking a scenic journey with less physical activity.

Seven Day Norway Road Trip Itinerary: From Oslo to Bergen
A road trip through Norway offers an unforgettable journey through the country’s iconic fjords, majestic mountains and legendary landscapes. Along the way, you’ll discover hidden gems where you can lose track of time as you explore trails and take in breathtaking views. Designed as a seven day adventure, this itinerary can easily be extended for more leisurely stops. It can be adapted to suit avid hikers or those seeking a scenic journey with less physical activity.
My travel photos

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