Travel Advisor
Simon Fletcher
He/Him
Expertise
- California,
- Tropical,
- Outdoors & Nature,
- Couples Travel
Based in
Santa Cruz, California
Profile details
About
Hey, I'm Simon, a Santa Cruz, California native, math and science educator, surfer, husband, dad, and lifelong travel lover. With a passion for outdoor adventure, world exploration, and natural beauty, I specialize in cutting through the stress of travel planning to streamline your dream trip.
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Travel style
I love designing trips that blend exhilarating outdoor adventure and deep relaxation, and strategizing how to get the best possible experiences with your time and budget. Specializing in California, the Mediterranean, and tropical regions, I create custom itineraries for solo travelers, couples, groups, and families, that weave together popular tourist spots and hidden gems.
I’m focused on finding accommodations that not only pair well with your itinerary, but that feel beautiful, comfortable and well-matched for your travel style. Whether you want to be out exploring or stay in and recharge, my intention is to design a trip that feels like your dreams have come true.
Ready for a beautiful adventure? Let's plan it together.
Simon's travel guides & trip reports
Beaches and Redwoods: 10 Spectacular State Parks to Visit in Santa Cruz, California
Explore the Beaches of the Big Island of Hawai'i
Mentawai Surf Retreat: A Playground Surf Adventure in Paradise
Sayulita, Mexico: A Family Friendly Surf and Beach Adventure
Two-Week Family Adventure in Costa Rica: Samara, Manuel Antonio and Monteverde
Lomani Island Resort: Romantic Adults-Only Luxury in Fiji
10 Days in Bali: Uluwatu, Nusa Penida and Ubud
Epic Croatia Road Trip: Split, Dubrovnik, Peljesac, Hvar, Vis and Plitvice
Favorite hotels
Seascape Beach Resort
Located in Aptos, California, Seascape Resort offers breathtaking views of Monterey Bay, a selection of well-appointed villas and suites, direct beach access and proximity to Santa Cruz Beach Boardwalk, on-site restaurants and an indulgent spa.
La Joya Balangan Resort
A tropical paradise in Bali, Indonesia, providing stunning cliffside accommodations, panoramic ocean views, and a serene ambiance for a blissful and romantic escape.
Lomani Island Resort
A secluded adults-only retreat offering tropical luxury, overwater bungalows and a serene atmosphere for a romantic and tranquil island getaway.
Simon's travel photos
Simon's reviews
Thanks for all your support, advice and wisdom Simon. I get anxiety planning a trip and your help was great at alleviating my stress which lead to a perfectly perfect vacation with my family. Thank you Simon!
- Annie M.
Booked travel to Hawai'i
- July 2024
Simon was outstanding in providing resources and ideas for this trip. He went above and beyond because I did not have a set plan, and he helped me narrow down some choices, as well as book rooms for me. I would highly recommend his services.
- Sheila W.
Booked travel to Costa Rica
- July 2024
Simon made everything so easy. I would highly recommend him. He came up with so many options for us and booking was so simple. We will definitely use him again for our next trip.
- Adam L.
Booked travel to Kaua'i
- August 2024
Simon was amazing! He answered all my questions and double and triple checked everything for us. He was responsive and communicative. He offered fantastic choices and options for hotels, ferry services, and excursions while on our cruise. I definitely plan on doing all future travel planning and booking with Simon. He decreased the stress and time consuming searches for us in a huge way!
- Meg M.
Booked travel to Canada
- August 2024
Get in touch with Simon
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Simon within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
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