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Windward Path - Luxury Travel Advisor

Hi, I'm Carolyn! I believe your vacation should actually feel like one - not another project to manage. As a luxury travel advisor based in Seattle, WA, I'm here to ensure every journey delivers exactly what you desired, completely effortlessly. Think of me as your personal curator, your cultural interpreter, and your detail-obsessed advocate, all in one. I email weekly to the Windward Circle, a group of thoughtful explorers who receive insider insights and cultural travel inspiration. Join us!

A baby forest gorilla in Uganda surrounded by greenery
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Behind the scenes

Hey Reader. The weather outside is getting darker and colder, but inside my head? It’s nice and sunny! Because this week, it's been all Africa, all the time for me! First, my clients have been sharing the coolest pictures from their time in South Africa, Uganda, and Tanzania. They saw a newborn forest gorilla yesterday! 😍 Second, I've spent this whole week at a conference called We Are Africa, with all-African colleagues who operate lodges, safari companies, hotels, and so much more. I've...

Carolyn and her husband at a royal tomb in Vietnam

Hey Reader, Can you do me a favor real quick? Click here and let me know what you think? I promise I’m not bamboozling you. It’s fun. -Carolyn PS. Okay, if you must know…after planning 15+ trips so far this year, I rewrote some of my homepage, even though I am not a copywriter. Like, at all. I’d love to hear your thoughts on it, Reader.

A sting ray in blue-green water

Hey Reader, It's Friday, so of course, that means I'm standing at my desk and emailing you. Thanks for letting me be in your inbox, by the way. I never take it for granted! I love writing to you each week, and I hope over time, I can really get to know you and your travel goals a lot better. We all have that list of "one day" trips we want to take. And speaking of travel…I want to share some of the reasons that I love working in this particular industry in the first place. First and foremost,...

A suite at the Four Seasons George V in Paris

Hey Reader, I am super behind this week, so this will be quick. First, it's official: I'm a Certified Travel Associate (CTA). Peep my new email signature - I added my MPH too, because why not? I worked hard for that degree! (And it's how I was able to live in 9 countries!) Secondly, I wanted you to see this article about Four Seasons Preferred Partners if you haven't yet. I am a Four Seasons Preferred Partner, too, and if you are ever looking to book a Four Seasons property, read this first....

Blue boats attached to a harbor in Essaouira, Morocco

Hey Reader, I’ve been at this travel thing for a while. But despite visiting dozens of countries, I'd like to remind you that I was a newbie once, too. And by newbie, I mean it. The first time I traveled to Africa, I felt so confident, but I was quickly humbled. I couldn't take local currency out of the bank, so I ended up trading my dollars with some guy literally in an alleyway. My first night, I ordered soup that was so spicy, tears were running down my face. And somehow, the next day I...

A small cruise ship in a sound in New Zealand.

I'm so happy you opened this email Reader. Because it's the last day of July, and I'm doing a really quick flash sale. Like...really quick. I love giving back to the Windward Circle - people like you who make my job fun and meaningful. So for the next 48 hours (from when this goes out), I'm giving you 100% off my cruise planning services. Yes, you read that right. I will help you plan your cruise for free. Why? The world of cruising is changing fast - forget mega-ships, icky buffets, and...

An agriturismo farm with old pink buildings and a stone archway

Hey Reader, I ate my first arancini (deep-fried Italian rice balls) at a long farm table, as the sun went down over the olive fields. I'd never had one before, because I can't eat gluten, and nobody makes them gluten free. My farm host Chiara invited me to dinner, and went to the trouble of making a special batch for me. We stayed at that table for hours after the food was gone, laughing with Chiara and a couple of Swiss tourists in four languages, none of which we shared completely. I have...

Lofoten Norway hike view

Hey Reader, Have you been watching the World Cup? If not, maybe you have seen this goofy Norwegian taking the internet by storm? (That's Norwegian soccer star Erling Haaland, and he's a delight.) Thanks in part to Haaland, Norway beat Brazil (!) to be in the quarterfinals for the first time ever, in their first World Cup in 28 years. It's safe to say that Norway is having a moment, but it goes beyond their successes in the World Cup. Norway is also a European destination without the heat...

Carolyn and her husband in front of a tiny plane in Guyana

Hey Reader! I'm in London this week and loving it! I've been here with some other travel professionals, hosted by the wonderful Melià Hotels, a Spanish brand that has hotels all over the world. I've been hearing so many wonderful travel stories, I wanted to share some of my own: My first trip abroad was doing an internship in Ghana with a nonprofit in the middle of nowhere, living by myself. To say I had culture shock is an understatement...I survived on packaged noodles and walked 30 minutes...

two people enjoying a boat dock in Croatia

Hey Reader! We all spend too much time on email, so I wanted to give you something that's easy to read and a good use of your time. Ready? You might think fuel prices are causing people to rethink their travel plans - and domestically, that's true. But international travel is not slowing down: 44% of Americans are planning trips - up from 41% last year. I've been hard at work finalizing client trips this week, and I am loving every single itinerary. I'm SO excited for my clients to enjoy some...