Destinations

I plan travel everywhere. I specialize where I know the ground.

These are my signatures — places I've traveled deeply with my own family and plan with the confidence that only comes from having done it. Going somewhere else? Ask anyway — the planning craft travels.

A mother and two children on a station platform as a shinkansen glides in, Mount Fuji in the distant haze

Japan

The trip that rewards planning more than any other

  • Best months: late March–May, October–November
  • Tokyo to Kanazawa by rail: about 2h40
  • Osaka to Kyoto: 30–45 minutes
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A family walking hand in hand down a vineyard lane toward a Tuscan hilltop village at golden hour

Italy

One country, a dozen different trips

  • Best months: April–June, September–October
  • Strongest for: milestone trips, food and wine, groups
  • Venice works best as a gateway, not a finale
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Children running along the waterline of a Caribbean beach at golden hour, parents following behind

The Caribbean

Closer than you think, better than you remember

  • Peak season: December–April
  • Book festive weeks 9–12 months ahead
  • Strongest for: winter break, reunions, celebrations
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A festive evening street party in Old San Juan — colorful colonial facades, string lights, a child on a parent's shoulders

Puerto Rico

The easiest big trip an American family can take

  • No passport needed for U.S. travelers
  • Direct flights from the New York area, about 4 hours
  • Strongest for: families, long weekends, winter sun
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A family of five walking along a Copenhagen canal quay at golden hour, a child pointing at the moored wooden boats

Copenhagen

The easiest "real Europe" week a family can have

  • Overnight nonstops from JFK, wake up at breakfast time
  • Copenhagen Card covers transit + most major sights
  • Strongest for: families, food, a two-country castle day
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A mother and daughter at a cruise-ship railing at golden hour, looking out at a small tropical island

Disney Cruises

The family cruise where booking early is the whole strategy

  • Fares generally climb as ships fill — early booking wins
  • Private-island days rate highest with families
  • Connecting cabins are finite and go first
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Parents swinging a child by the hands down a glowing amusement-park midway at dusk, carousel and ferris wheel lit behind them

Theme Parks

The most logistics-heavy trips there are — and my favorite kind to solve

  • Tokyo DisneySea: worth an international flight
  • Universal Osaka sits 30 minutes from Kyoto
  • Park days live or die on the three weeks before them
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Quick links

Booking something small yourself?

Not every trip needs a planner — but even the ones you book yourself can stay connected to me. These are my partner links: same prices you'd pay anyway, and I can see and support the booking if anything changes.

Tours & activities

Day tours, on my Viator page

Museums, food tours, skip-the-line tickets, and day trips in basically every city on earth. Book on your own schedule — the booking credits my practice and stays on my radar.

Browse tours on Viator

Trip insurance

A quote from Faye, in about two minutes

Faye is my preferred travel-insurance partner. Get a self-serve quote for your trip whenever you like. One tip worth knowing: some benefits are only available when a policy is bought within about two weeks of your first trip payment — when in doubt, ask me first.

Get a Faye quote

I'm not a licensed insurance advisor — coverage questions are always answered by the policy documents and Faye's team.

Somewhere else in mind?

The signature list is where I go deepest — not a limit. Tell me where you're headed.

Start planning