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Anna
Harrison

Travel Observations, an independent affiliate of
Carnegie, Pennsylvania, United States
Anna Harrison

About Me

I plan trips for people who care as much about how they travel as where they go. After more than a decade as an advisor — and a life that's included living on three continents, more than 75 countries, and three years in the Peace Corps in West Africa — I've learned that the best trip isn't the most expensive one. It's the one that fits.

That's really my job: matchmaking. I start with you — your pace, your interests, how you like to spend your days — and then match you to the right kind of experience. For some clients that's a fully customized private itinerary. For others it's a river or small-ship cruise, a safari, a rail journey, or a well-run escorted tour. I don't lead with a product, and I won't steer you toward an upgrade unless I can tell you exactly why it's worth it.

Two places I know especially well are Portugal and Alaska. I've lived in Portugal twice and hold dual citizenship, so I know it far better than an operator working from a catalog. I've traveled Alaska many times and enjoy helping first-timers plan it well. Beyond those, I work throughout Europe — Ireland, Scotland, England, Spain, and France are some highlights — and plan African safaris and expedition travel worldwide.

My clients are professionals, entrepreneurs, retirees, and multigenerational families who value expertise and quality over checking boxes. I'm based in the Pittsburgh area and work with clients across the country.

I've been named a Condé Nast Traveler Top Travel Specialist in 2024, 2025, and 2026, and I've been quoted on travel in The New York Times and The Washington Post. If you're planning something meaningful — a milestone, a family gathering, or a place you've wanted to see for years — I'd like to hear about it!

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100% Recommended

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