Simon Fletcher

Travel Advisor

He/Him

Expertise

California,
Tropical,
Outdoors & Nature,
Couples Travel

Based in

Santa Cruz, California

Travel Advisor

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

Guide

10 Days in Bali: Uluwatu, Nusa Penida and Ubud

Bali is a magical place with so much to explore. This ten-day itinerary takes you to some of our favorite places, including beaches, waterfalls and temples. Along the way, be sure to sample the local ...

Blue ocean with houses and greenery on the beach.

Guide

Explore the Beaches of the Big Island of Hawai'i

The Big Island is exactly what the name implies - big! There is so much variety and plenty of opportunities to chill or explore. You can spend the day relaxing by the pool, swimming in the warm...

Guide

Beaches and Redwoods: 10 Spectacular State Parks to Visit in Santa Cruz, California

I have lived in Santa Cruz all of my life and I am still amazed to find new places to explore. Santa Cruz is home to amazing beaches and Redwood forests literally minutes apart. People who live here...

A picture of a woman in a white shirt and black pants on a concrete pathway near the sea during the daytime.

Guide

Epic Croatia Road Trip: Split, Dubrovnik, Peljesac, Hvar, Vis and Plitvice

Croatia has so much to explore — islands, beaches, oceans as clear as a swimming pool, endless vineyards, mountains and rivers. You will find ancient structures thousands of years old reflecting the...

The lawn on the main grounds with palm trees and the ocean in the background with the resort excursion boat, "The Lomani Princess"

Trip Report

Lomani Island Resort: Romantic Adults-Only Luxury in Fiji

Lomani Island Resort is a small, adults-only resort with a private beach and a shallow, crystal-clear tropical lagoon, located on the island of Malolo Lailai in Fiji. This is an ideal destination for ...

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Favorite hotels

Seascape 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

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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