Travel Advisor

Caitlin Sommers

Expertise

Cruise,
Honeymoon,
North America,
Caribbean

Based in

Washington State

Languages spoken

English

Travel Advisor

Caitlin Sommers

Profile details

About

West Coast North America born and raised, exploring all corners of this continent and more!

Follow Caitlin

Travel style

My goal? To experience every state, province, and territory in North America—and I’m well on my way! I believe that the best way to truly know a place is through its people, food, and culture. Whether it’s wandering through charming local neighborhoods, indulging in regional cuisine, or sipping wine with a stunning view, I design immersive travel experiences that go beyond the typical tourist stops. Specializing in: Cruises – From luxurious ocean voyages to intimate river cruises, I’ll find the perfect sailing for you. Honeymoons & Romantic Getaways – Dreamy destinations, seamless planning, and once-in-a-lifetime memories. Celebratory Travel – Birthdays, anniversaries, and friends’ getaways that bring people together. From the cobblestone streets of Quebec City to the sun-drenched beaches of California, I love curating unforgettable North American adventures—and beyond! Let’s turn your travel dreams into reality.

Caitlin's travel guides & trip reports

The image shows a mountainous landscape viewed through a window frame, highlighting the contrast between human structures and natural scenery.

Guide

3 Days on Vancouver Island

I had the joy of growing up on Vancouver Island and being able to return frequently after leaving home. I take immense pride in my little slice of Canadian West Coast paradise, and great joy in being ...

Sunlight filters through clouds, highlighting the ocean and forested cliffs in a scenic coastal landscape.

Guide

Birthday Girls Trip: Oregon Coast

At its heart, travel is about connection — and there’s no better way to celebrate a milestone birthday than by reconnecting with the women who make life special. A girls weekend on the Oregon Coast...

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Favorite hotels

The Algonquin Hotel Times Square, Autograph Collection

Elegant property from 1902 with period-themed rooms located in Manhattan's Midtown neighborhood.

Fora Perks

★
Welcome amenity.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Middle Beach Lodge

Middle Beach Lodge offers a tranquil coastal escape with breathtaking ocean views and rustic charm in Tofino, British Columbia.

Black Rock Oceanfront Resort

Black Rock Oceanfront Resort delivers a stunning seaside retreat with modern luxury and panoramic ocean views in Tofino, British Columbia.

Caitlin's travel photos

Houseboats lined near a pier as water gently laps shore on a sunny day.

Evergreen trees covered in snow on a ski hill on a sunny day with sweeping clouds.

Crystal-clear waters sweep across the horizon with a hilly island in the distance on a clear day.

Brightly colored shops line a quaint street on a sunny day dotted with clouds.

Boats fill a harbor as the sun sets and gives off an orange hue on a clear day.

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Caitlin's reviews

Caitlin was amazing! She took the time to understand what we wanted in a resort and helped us find the perfect fit. Her knowledge and attention to detail made the booking process effortless. Even during our trip, she was just a message away, ready to answer our questions about transportation and ensured everything went smoothly. Friendly, professional, and a travel enthusiast—Caitlin made our experience stress-free and enjoyable. We’ll definitely be booking with her again! Highly recommend!

Lauren S.
Booked travel to Punta Cana
February 2025

Caitlin, is fast, knowledgeable, researched the area first etc! So happy with her service.

Sara T.
Booked travel to New York City
January 2025

Caitlin was easy to work with, quick to provide info, and thorough in her guidance. Will definitely be booking more travel through her :)

Sara T.
Booked travel to Canada
January 2025

Caitlin planned our family trip to Disneyland and California Adventure, and she was incredible! When we ran into an issue with our hotel upon arrival, Caitlin immediately stepped in and resolved everything, finding us a new hotel and taking all the stress off our shoulders. Thanks to her, we could focus on making amazing memories with our kids. Her attention to detail and quick problem-solving made the entire experience seamless. Highly recommend her for any travel planning needs!

Keith K.
Booked travel to Anaheim
December 2024

Caitlin Sommers curated by Caitlin Sommers

Get in touch with Caitlin

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Caitlin within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).