Every trip is custom built around your dates, your budget and how you like to travel. Tell us where you want to go, and we’ll plan it, book it and handle the details. The only thing you’ll have to think about is who to bring.
Not sure yet? Take the 1-minute getaway quiz
Prefer to talk? Book a free 15-minute call (opens in a new tab)
Where, when, who’s coming and your budget, by quick form or phone call.
A custom plan with the right hotels and partner perks, booked for you.
We’re a text away before and during your trip if anything changes.
Weekend trips close to home, bucket-list trips overseas and plenty in between. Here are a few places we know well.
Punta Cana · the North Coast · more
See our Dominican Republic winter getaways →Best for: All-inclusives, families and group retreats
Best time: December to April (drier, fewer storms)
A 4-hour flight from New York, and the e-Ticket entry form is free.
Plan a trip here →
Split · Dubrovnik
See a trip we planned →Best for: Couples, anniversaries and Europe first-timers
Best time: May to June and September
Early summer and September beat the July and August crowds.
Plan a trip here →
Bangkok · Phuket
Best for: Bucket-list Asia, beaches and culture
Best time: November to February
Pair a few days in Bangkok with beach time in Phuket.
Plan a trip here →
Ho Chi Minh City
Best for: Food, history and adventurous travelers
Best time: December to April in the south
U.S. citizens need a visa, so we build that into the timeline.
Plan a trip here →
Playa del Carmen
Best for: Beach getaways and easy international trips
Best time: December to April
Easy flights, and a great first trip out of the country.
Plan a trip here →
Yosemite · Kings Canyon · Grand Canyon · Yellowstone
Best for: Families, road trips and active travelers
Best time: May to October
Park lodges book up months ahead, so plan early.
Plan a trip here →A first trip to Croatia, planned by Troy for his wife, Mikki: a Roman palace in Split, a day in medieval Trogir, a winery stop on the drive down the coast, and Dubrovnik’s walls and fortresses. See exactly how we put it together.
Travel is the best education there is.
Find your reason to goMost hotel, resort and cruise bookings carry no planning fee. Tell us what you want and we handle the rest, from the first idea until you're home.
Traveling Wahoo is an independent travel advisor with Fora Travel. That gives our clients access to Fora's preferred-partner programs with luxury hotels, resorts and cruise lines around the world, where bookings can include extras such as room upgrades when available, daily breakfast, property credits and early check-in or late checkout.
A meal at a stranger's table. Your kids seeing the ocean for the first time. Putting the phone down long enough to really be there.
Travel brings families closer, opens our eyes to other cultures, and gets everyone off their screens for a while. Troy spent 23 years in uniform and most of his life on the road, and those moments are what we plan every trip around.
The trips we remember are the ones we take together. Those are the stories that still come up at the dinner table years later.
Sharing a meal or a laugh with someone from another country teaches you more than any article ever will.
Travel is one of the few times we actually put the phone down and pay attention to each other.
No classroom compares to standing where history happened, tasting something new and seeing how other people live. That goes for kids and grandparents alike.
Everywhere I've been, I've met people who want the same things we do: family, community and a better life for their kids. We are far more united than divided, and travel is how you see that for yourself.
Tell us what you're celebrating and we'll plan the trip around it.
Overwater villas, private dinners on the sand and suites with a view.
Plan your celebrationRoom for everyone and something for every age, from the kids to the grandparents.
Plan a family tripBig birthdays, retirements and the moments that deserve more than a dinner out.
Plan a milestone tripGirls' trips, golf weekends and group escapes, with one point of contact for everyone.
Plan a group tripSpa retreats, quiet islands and mountain lodges where you can put the phone down and actually rest.
Plan a resetYou don't need a reason to go. Tell us where you've been meaning to go and we'll plan it.
Start planningFour quick questions. One trip idea made for you.
“The trips we remember aren’t about the hotel or the souvenir. They’re about who we shared them with.”
Traveling Wahoo LLC was founded by Troy Haley, a retired U.S. military veteran who has spent his life on the move. Twenty-three years of service, 49 of the 50 states and more than 30 countries have taught him what makes a trip work, and what goes wrong when it isn't planned right.
That experience is the foundation of every trip we plan. Every itinerary is built around you and planned with the same discipline Troy learned in 23 years of service. If something changes on the road, you are dealing with someone who has been there. As an independent advisor with Fora Travel, Troy pairs that real-world know-how with partner perks at luxury hotels, resorts and cruise lines around the world.
Troy knows the Caribbean especially well, from all-inclusive resorts in Punta Cana to the quieter North Coast, and plans group retreats there, along with trips everywhere from Alaska to Europe.
Most bookings: no fee. For hotel, resort, all-inclusive and cruise bookings, we're paid by the travel suppliers, and you'll typically pay the same rates you'd find booking direct, often with added perks.
Custom trips and groups: a planning fee. These take a lot of hands-on work, so planning fees apply.
Always upfront. Any fee is explained and agreed in writing before work begins. No surprises, ever.
| Type of trip | Planning fee |
|---|---|
| Hotel, resort, all-inclusive and cruise bookings | No fee |
| Custom U.S. itinerary | From $250 |
| International or multi-destination itinerary | From $500 |
| Groups of 10 or more | From $500 + $50 per traveler |
| Veteran organizations (posts, chapters & auxiliaries) | No fee |
| Corporate retreats and incentive trips | Quoted individually |
Planning fees cover research, itinerary design, booking coordination and support before and during your trip. Supplier prices, deposits and cancellation terms are separate.
Tell us where you'd like to go, when, and who's coming, and we'll start planning a trip built around you.
Every message comes straight to me, not a call center. I'll personally get back to you within one business day, and there's never any pressure.
Tell us where and when. We’ll reply within 24 hours with options and real prices. Free, with no obligation.
