Chelsea Kaufman
She/HerBased in San Francisco, California
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.
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.
Reviews (50)
Samuel D.
3 days ago
Always presents the best curated options then caters to what we will enjoy the most.
Stephanie F.
7 days ago
Chelsea is amazing! Very responsive and helpful. I would definitely recommend her to others.
Julie K.
17 days ago
Our experience working with Chelsea was wonderful! She listened to what we were looking for, provided several options and gave us specific information about the neighborhood and other neighborhoods that she didn’t recommend for us. When we asked for followup information, she provided it quickly. I would love to work with her again soon!!
Eleanor R.
17 days ago
Chelsea crushed it as always!!
Sandra B.
30 days ago
Chelsea has done it again! She has an extraordinary gift for understanding exactly what her clients are looking for and translating that into a flawless travel experience. This mother-daughter trip to Cabo was absolutely perfect from start to finish — the hotel, the rooms, every last detail. What sets Chelsea apart is that her meticulous planning doesn't just result in a great trip; it creates the rare and luxurious feeling of being completely present and truly on vacation, because she has already thought of everything. We are grateful for her expertise and her care, and we won't book a trip without her.
Samuel D.
3 days ago
Always presents the best curated options then caters to what we will enjoy the most.
Stephanie F.
7 days ago
Chelsea is amazing! Very responsive and helpful. I would definitely recommend her to others.
Julie K.
17 days ago
Our experience working with Chelsea was wonderful! She listened to what we were looking for, provided several options and gave us specific information about the neighborhood and other neighborhoods that she didn’t recommend for us. When we asked for followup information, she provided it quickly. I would love to work with her again soon!!
Eleanor R.
17 days ago
Chelsea crushed it as always!!
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.
Travel photos





