
Chelsea Kaufman
She/HerBased in San Francisco, CA
Speaks English, Spanish, French
Chelsea Kaufman
Ask me about
My Story
SF-based travel junkie dedicated to curating unforgettable journeys and turning wanderlust into reality, one itinerary at a time.
My Travel Style
I'm passionate about creating unique travel experiences for any budget. Luxury doesn't have to cost an arm and a leg if you know where to look! I always seek balance, whether in a bustling city or on island time, my itineraries always include a mix of adventure and relaxation. Travel is also where my passion for cultural immersion and culinary exploration merge. I love curating personalized trips that explore a destination's flavors and traditions, from street food to fine dining, capturing the authentic essence of each place.
My reviews (42)
Eleanor R.
a month ago
Amazing as always!
Kelsey B.
2 months ago
We had an exceptional experience with Chelsea!! She was so communicative and really understood our needs. I loved her approach of sharing recommendations that made planning the trip so much more digestible. She was able to help with some last minute changes that really saved so much stress for us. The special touches at the hotels were such a standout experience for us. Her recommendations were spot on in every stop. We can't wait to use her again for future travels!!
Hannah W.
2 months ago
Chelsea helped us plan such a wonderful honeymoon. Her care, attention to detail, and selection of hotels and experiences for us made this such an amazing, memorable trip. We had multiple options for every stop along the way which made the process feel collaborative but customized. She was prompt in her communication, made everything so easy, and along the trip it was so fun to be sharing pictures and updates on our experience. Highlights of our trip included our stay at La Roqqa in Porto Ercole and the family owned wineries we stopped at. I would 100% recommend Chelsea and would work with her again on a future trip no questions asked!
Sarah M.
3 months ago
Chelsea did an amazing job helping us pick the right place to stay for our honeymoon, made great restaurant recs, and was such a joy to work with!!!
Kendal B.
3 months ago
Chelsea was great as always. Helped us secure a room and was flexible when our travel plans changed.
Eleanor R.
a month ago
Amazing as always!
Kelsey B.
2 months ago
We had an exceptional experience with Chelsea!! She was so communicative and really understood our needs. I loved her approach of sharing recommendations that made planning the trip so much more digestible. She was able to help with some last minute changes that really saved so much stress for us. The special touches at the hotels were such a standout experience for us. Her recommendations were spot on in every stop. We can't wait to use her again for future travels!!
Hannah W.
2 months ago
Chelsea helped us plan such a wonderful honeymoon. Her care, attention to detail, and selection of hotels and experiences for us made this such an amazing, memorable trip. We had multiple options for every stop along the way which made the process feel collaborative but customized. She was prompt in her communication, made everything so easy, and along the trip it was so fun to be sharing pictures and updates on our experience. Highlights of our trip included our stay at La Roqqa in Porto Ercole and the family owned wineries we stopped at. I would 100% recommend Chelsea and would work with her again on a future trip no questions asked!
Sarah M.
3 months ago
Chelsea did an amazing job helping us pick the right place to stay for our honeymoon, made great restaurant recs, and was such a joy to work with!!!
My travel ideas (1)

Road Trip from Florence to Rome: Explore Tuscany and Beyond
Tuscany is truly an untouched gem in the heart of Italy. From the food and wine to the rolling hills and enchanting medieval villages, there is so much rich history and culture to be found, set against an almost fairytale-like backdrop—especially perfect for romantic getaways. Moving south, Tuscany gives way to Umbria and Lazio, offering more breathtaking landscapes and delicious eats and drinks. A road trip is hands-down the best way to travel within these regions, giving you the flexibility to explore at your own pace.

Road Trip from Florence to Rome: Explore Tuscany and Beyond
Tuscany is truly an untouched gem in the heart of Italy. From the food and wine to the rolling hills and enchanting medieval villages, there is so much rich history and culture to be found, set against an almost fairytale-like backdrop—especially perfect for romantic getaways. Moving south, Tuscany gives way to Umbria and Lazio, offering more breathtaking landscapes and delicious eats and drinks. A road trip is hands-down the best way to travel within these regions, giving you the flexibility to explore at your own pace.

Road Trip from Florence to Rome: Explore Tuscany and Beyond
Tuscany is truly an untouched gem in the heart of Italy. From the food and wine to the rolling hills and enchanting medieval villages, there is so much rich history and culture to be found, set against an almost fairytale-like backdrop—especially perfect for romantic getaways. Moving south, Tuscany gives way to Umbria and Lazio, offering more breathtaking landscapes and delicious eats and drinks. A road trip is hands-down the best way to travel within these regions, giving you the flexibility to explore at your own pace.

Road Trip from Florence to Rome: Explore Tuscany and Beyond
Tuscany is truly an untouched gem in the heart of Italy. From the food and wine to the rolling hills and enchanting medieval villages, there is so much rich history and culture to be found, set against an almost fairytale-like backdrop—especially perfect for romantic getaways. Moving south, Tuscany gives way to Umbria and Lazio, offering more breathtaking landscapes and delicious eats and drinks. A road trip is hands-down the best way to travel within these regions, giving you the flexibility to explore at your own pace.
My travel photos




