Hudson Valley Travel Advisor in Red Hook, NY | Traveling Wahoo

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Your Hudson Valley Travel Advisor

Veteran-owned and based in Red Hook, New York. Trips for Hudson Valley families, couples and groups, planned one-on-one. Anyone can book a room. We plan the memories.

I’m Troy Haley, and Traveling Wahoo is based right here in Red Hook. I joined the Marines at 19 and served 23 years in the U.S. military, and I’ve planned trips for my own big family and friends for years. Now I do it for my neighbors across the Hudson Valley as an independent advisor with Fora Travel.

You talk to me, not a call center. I’ll ask who’s coming and what the trip is really about, plan around the airport that’s easiest for you, and stay with you from the first call until you’re home.

No planning fee on most hotel, resort, all-inclusive and cruise bookings. Custom itineraries and group trips may carry a planning fee, agreed in writing before any work begins.

Plan my trip
  • Winter escapesPunta Cana all-inclusives, Dominican Republic North Coast villas and Samaná whale watching
  • Family reunionsVillas and resorts that work for grandparents, kids and every budget in between
  • Couples & anniversariesAdults-only resorts, Caribbean islands and Europe’s best spring trips
  • Group tripsClubs, churches, VFW and Legion posts, friend groups and corporate retreats
  • Points & milesBook your flights with points and I’ll plan the resort, transfers and the rest around them
  • People walking the Walkway Over the Hudson between Poughkeepsie and Highland, with fall color on the hills
    Walkway Over the Hudson, Poughkeepsie
  • The white Esopus Meadows Lighthouse with a red roof, standing in the Hudson River
    Esopus Meadows Lighthouse, Esopus
  • Mohonk Mountain House on the edge of a lake, seen from a trail in the Shawangunk Mountains
    Mohonk Mountain House, New Paltz
  • Esopus Island in the Hudson River, seen from the Mills-Norrie State Park marina
    Esopus Island from Mills-Norrie State Park, Staatsburg

Serving travelers across the Hudson Valley, including:

  • Red Hook, Tivoli & Annandale
  • Rhinebeck & Hyde Park
  • Kingston, Saugerties & Woodstock
  • Poughkeepsie & Wappingers Falls
  • Beacon & Fishkill
  • New Paltz
  • Hudson & Catskill
  • Millbrook & the rest of Dutchess, Ulster, Columbia and Greene counties

Flying from here: I compare Albany (ALB), New York Stewart in Newburgh (SWF), Westchester (HPN) and the New York City airports (JFK, LaGuardia and Newark) so you get the best mix of price, nonstop flights and drive time.

Get in Touch

Let’s Plan Your Trip

Tell us who’s coming and what this trip is about. We’ll plan it around the moments that bring you back together.

Every message comes straight to me, not a call center. Before we talk about a single resort, I want to hear who’s going and what this trip means to you.

Troy Haley, Founder
Prefer to talk? Book a free, no-pressure 15-minute call at a time that suits you. Book a free call (opens in a new tab)
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Tell Me What This Trip Is About

Who’s coming, what you’re celebrating, and the moment you’re hoping for. Within 24 hours, I’ll send you 3 hand-picked options with real prices. Free, with no obligation.

Airfare is high right now. If you have points, using them for flights is often the best value, and I’ll plan the rest of the trip around them.

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