DESTINATIONS

Where Will Your Next Escape Take You?

Looking for vacation destinations and trip ideas? Tell me what kind of experience you want, and I’ll help you narrow down the options and find the right fit.

Know where you want to go? Great. Have no idea yet? That’s fine too. Tell me what kind of trip you’re dreaming about and I’ll help you plan your next great escape.

Sunset over the ocean with sailboats off the coast of Maui, Hawaii.
Sunset off the coast of Maui, photographed during my travels in Hawaii

TRAVEL INSPIRATION

Destinations & Travel Ideas

These are some of the places travelers can’t stop talking about, plus a few I think deserve a lot more attention. Use this as inspiration, not a limit. I plan travel all over the world.

Gondolier traveling through a narrow canal surrounded by historic buildings in Venice, Italy.

Europe

Europe is one of those places where one trip turns into a very long list of places you still want to see. Italy, Greece, the British Isles, Spain and Portugal, the Alps, the Adriatic, the Baltics, Turkey and Christmas markets are just the beginning.

Floating ice in turquoise water beneath snow-covered mountains in Alaska.

Alaska, Nordics & Polar Regions

If dramatic scenery is your thing, this is where it gets really good. Alaska, Iceland, Greenland, Norway, the Northern Lights, the Arctic and Antarctica can all be experienced in completely different ways, whether that means a cruise, an expedition ship or exploring by land.

Private luxury yacht anchored in Blue Bay near Mykonos, Greece.

Some trips start with a place. Others start with something you love. Trace your family roots, follow favorite films and TV shows through the places they were made, plan a food or wine trip, chase the Northern Lights, sail a river at Christmas, go on safari or finally take that once-in-a-lifetime world cruise. If there’s something you’ve always wanted to experience, I can help build the trip around it for you or your group.

Turquoise Caribbean water and waves along the rocky shoreline in Bimini, Bahamas.

This is an easy part of the world to love, especially when you want sunshine without making the trip complicated. Mexico and the Caribbean have everything from adults-only and all-inclusive resorts to smaller boutique stays, while Costa Rica, Belize and El Salvador are great when you want a little more adventure mixed in.

Pool and turquoise beach at Sandals Royal Bahamian all-inclusive resort in Nassau, Bahamas.

All-Inclusive Vacations

All-inclusive vacations make it easy to bundle the resort experience into one trip. Your room, meals, drinks and plenty of the fun are wrapped into one vacation, so once you arrive, you can actually relax. You’ll find great options throughout Mexico and the Caribbean, plus places like Costa Rica, the Maldives, Mauritius, Zanzibar and other beach destinations around the world.

Walkway leading to overwater bungalows with Mount Otemanu in Bora Bora, French Polynesia.

Hawaii & South Pacific

Hawaii will always be a favorite, but if you love island travel, there’s a whole lot more to consider. French Polynesia, Fiji, Australia and New Zealand can take you from overwater bungalows and small-ship cruising to road trips, wine country, beaches and some seriously incredible scenery.

Cherry blossoms surrounding traditional Japanese temple architecture in Japan.

Asia

Japan continues to be one of the destinations travelers ask about most. South Korea, Singapore, Thailand, Bali, Taiwan and Hong Kong are getting more attention too. Asia works just as well for a city-focused trip as it does for a beach escape, guided journey or custom itinerary that combines a few different places.

Machu Picchu and Huayna Picchu surrounded by green mountains in Peru.

South America

South America has some seriously incredible trips once you start looking beyond the obvious. Peru and Machu Picchu, the Galápagos, Colombia, Brazil, Argentina, Chile and Patagonia can be anything from food and wine to wildlife, history, adventure and some of the most dramatic scenery in the world.

Travelers on a safari game drive watching a giraffe in the African bush.

Some of the biggest bucket-list trips happen here. That might mean a safari in Kenya, Tanzania, Botswana or South Africa, exploring Morocco or Egypt, staying in incredible lodges, or seeing wildlife and landscapes you just don’t get anywhere else. This is one of those parts of the world where getting the details right can completely change the trip.

UPGRADE THE EXPERIENCE

A Little Extra Can Make a Big Difference

You don’t have to make every part of a trip expensive to make it better. Sometimes the upgrade that changes the whole experience is a private driver through Tuscany, a hotel in the neighborhood you actually want, a smaller guided tour, a better cruise cabin, or a private transfer after an overnight flight.

I’ll help you figure out where spending a little more is actually worth it and where it isn’t. The goal isn’t to make the trip more expensive. It’s to make the parts that matter easier, more comfortable and more memorable.

Tours & Vacations

Explore Trips by Destination

See a few real itinerary ideas across different parts of the world, then browse the full Tours collection to compare destinations, travel styles, trip lengths and current starting prices.

Crowds crossing Shibuya intersection in Tokyo, Japan
Guided / Escorted Moderate

Solo Japan: Tokyo, Snow Monkeys, Kyoto & Hiroshima

An 11-day solo-only Japan small-group trip from Tokyo to Osaka with bullet trains, Nagano snow monkeys, temple and ryokan stays, Kyoto and Hiroshima.

11 days Tokyo • Nagano • Matsumoto • Fukui • Kyoto • Hiroshima • Miyajima • Osaka
Northern lights over Iceland on a winter guided tour
Guided / Escorted Moderate

Iceland Northern Lights: Reykjavík, Vík & the Golden Circle

A 7-day guided Iceland winter trip combining Reykjavík, the Golden Circle, Vík, Jökulsárlón, the Blue Lagoon and multiple chances to search for the Northern Lights.

7 days Reykjavík • Golden Circle • Vík • Jökulsárlón • Blue Lagoon • Reykjavík
Pyramids of Giza near Cairo, Egypt
Small Group Value

Egypt Adventure: Cairo, Nile & Luxor

An 8-day small-group Egypt adventure combining Cairo, Aswan, a Nile felucca stay, Luxor and the Valley of the Kings.

8 days Cairo • Aswan • Nile Felucca • Luxor • Cairo

Explore All Tours

TRIP PLANNING FAQ

Questions About Where to Go and How to Plan It?

Not sure where to go, when to book, or what kind of trip makes sense? Here are answers to some of the questions I get most often before we start planning.

Have a Destination Question?

Not sure where to go, when to travel, or what makes the most sense for your trip? Send me a quick email.

Ready to Plan Your Next Trip?

Tell me what you’re thinking and I’ll help you narrow down the options, whether you know exactly what you want or you’re still figuring it out.

IMPULSIVE ESCAPE TRAVEL

Travel planning, one-on-one.

Work directly with Cheryl for cruises, tours, resorts, group travel and custom vacations planned around you.

Start Planning
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