UPCOMING JOURNEYS

Journeys worth taking together.

Each trip is thoughtfully designed to let you feel the soul of a destination — through boutique stays, authentic local experiences, and the warmth of a small, curated group of women.

Where We Are Going

Ottawa

Refined City Escape
Canada's capital in its most beautiful season.

Ottawa & Chelsea

September 24–27, 2026

Hawai’i

Aloha Experience
A 10 day slow exhale into the soul of Hawai'i

Oahu & Maui

January 22–31, 2027

Texas

Eclectic Charm
Live music, bold flavours, and Texas magic.

Austin & San Antonio

May 22–28, 2027

A woman with sunglasses wearing a striped top and a floral yellow skirt, standing on a pier by the water with a mountain in the background and the sun shining in the sky.
YOUR GUIDE

Kimberly

As a licensed travel consultant and citizen of three countries, Kimberly has spent years refining and perfecting the details in her itineraries, based on her personal travel experiences.  

Every hotel, restaurant, and outing is personally vetted by Kimberly, because we believe that you deserve a truly unforgettable journey.

How booking works

01

Choose your trip

Browse our upcoming journeys and find the one that calls to you.

02

Secure your spot

A non-refundable deposit holds your place. Full balance is due 95 days before departure.

03

Pack and go

Kimberly will send packing guidance and all the details you need. Then simply arrive and enjoy.

Frequently Asked Questions

  • SIZE: Many group tours move in crowds of 40 to 60, but the Well Travelled intentionally limits our groups to just 14 women. This intimacy is the heart of what we do-it transforms a group of travellers into a circle of friends, allowing for a connected dynamic that simply isn't possible in a crowds.

    PACE: While many tours rush to check boxes, squeezing multiple excursions into a single day, the Well Travelled chooses depth over distance. We believe that one incredible, immersive experience-rich in understanding and local flavour-is far more meaningful than a blur of short stops that fade into one another by sunset. 

    ACCOMMODATION: Most regular tours offer mid-range hotels to lower costs, the Well Travelled caters to the woman who believes that where you sleep is an essential part of the journey. We understand that a hotel should be more than just a bed-it should be an experience! That's why Kimberly personally visits 15 to 20 hotels in a destination before making a selection. Kimberly looks beyond the stars, seeking out that rare, intimate "boutique" charm that even the grandest hotels sometimes miss. We believe that a beautiful day deserves a beautiful place to end it. 

    FOOD: Food at the Well Travelled is never an afterthought; it is part of the experience.  We select food that caters to the woman who travels with her palate, seeking out flavours that tell the story of the land. Whether we are sharing a farm-to-table lunch at a local organic farm, enjoying a white-linen dinner with a breathtaking sunset view, or discovering a hidden-gem food truck where the locals linger, you can be assured that every meal is hand-picked for its authenticity, quality, and ambiance. 

    BALANCE: We believe in travel that breathes. At the Well Travelled, we bridge the gap between a slow travel philosophy and the reality of limited vacation time. We achieve this by balancing group discovery with intentional personal downtime, so you don't need to recover from your vacation when you return home. Because your time is your most valuable asset, we've meticulously vetted every stop. From cherry-picked gems to immersive cultural moments, we ensure every experience transcends the ordinary and is worthy of your hard-earned vacation. 

    All of these elements combine to create a highly customized travel journey that lets you feel the soul of each destination. 

  • Absolutely - in fact most of our travellers come on their own. That's exactly what The Well Travelled was designed for. You'll be matched with a roommate if you choose the double occupancy option, or you can book a private room.

  • In the unlikely event the trip doesn't fill to minimum numbers it will be cancelled and all payments refunded in full.

  • Yes - if the trip is full you can add yourself to the waitlist and we'll contact you immediately if a spot opens up.

  • Kimberly will send all travellers a detailed packing guide before departure.

  • Spots must be booked no later than 90 days before the trip start date.