Advisor - Simon Fletcher

Simon Fletcher

He/Him
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  • Based in icon

    Based in Santa Cruz, California

Ask me about

California
Tropical
Outdoors & Nature
Couples Travel

My Story

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.

My 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.

Stay connected

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My reviews (10)

5 months ago

Very responsive, good communication and made this trip possible since we were not up to planning a trip ourselves and were overwhelmed by the prospect

8 months ago

Simon is amazing. He makes everything so easy. This is the second trip I've used him for and will definitely be using his services in the future.

a year ago

Simon was great to work with. His communication was solid and gave many great suggestions based on our budget and interests. He kept asking if there was anything we needed and if he could help in any way. Our trip was pretty simple and straightforward. There was only one hiccup, not asking if we want to get trip insurance. We hardly ever book trips like this and trip insurance isn't something we get for smaller domestic trips. Unfortunately, a tropical storm came through right when we were departing for Belize and we had to arrive 2 days later than planned. Simon did everything he could to mitigate any financial loss and was able to get us one night credit at the resort. He was very apologetic and took it as a good learning lesson, as did I. I highly recommend Simon if you need assistance in booking travel!

D

a year ago

Worked hard on our itinerary.

D

Danielle W.

a year ago

Great. Very informative and was easily reachable for questions.

My travel ideas (8)

My travel photos

A beautiful view of Atuh Beach
Simon walking in Lomani Island resort
A beautiful view of lake
Picture of Simon sailing
A beautiful view of sunset and monkey climing

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