Trips For The Coming Season
September is all about looking ahead—from football-season getaways and Thanksgiving escapes to planning trips that take you further afield. This month’s roundup covers traveling with four-legged companions, walking and hiking adventures around the world, cruising Alaska, the dramatic landscapes and wine country of Chile, and going the distance to explore China.
Photo: Waldorf Astoria, New York
Walk & Hike The World
Some of the most incredible trips right now trade airports and train stations for trails, tiny towns and a really good pair of shoes. Think hut-to-hut through the Dolomites, following ancient pilgrimage routes across Japan, walking a stretch of Spain’s Camino de Santiago or trekking past glaciers in Patagonia.
And you definitely don’t have to walk 500 miles to do it. I can build an itinerary around your pace, comfort level and how many days you actually want to spend on the trail, then handle the hotels, luggage transfers, shuttles and everything in between.
How To Cruise Alaska
An Alaska cruise is a journey through some of the world’s most spectacular wilderness—deep fjords, towering tidewater glaciers, and rugged coastline unfolding around every bend.
From choosing the right itinerary and cruise line to planning shore excursions and land extensions, there’s plenty to consider. The season runs from April through early October, with June through August offering prime conditions for wildlife viewing. For a chance to combine cruising with the Northern Lights, look to September, when darker nights return and fall brings some of the best aurora-viewing opportunities.
Along the way, visit Gold Rush-era towns and coastal communities, watch for humpback whales and bald eagles, and get up close to calving glaciers. Extend your journey inland to Denali or the Yukon for even more of Alaska.
Chile From Desert To Glaciers
Chile is a land of dramatic landscapes, stretching from the high-altitude Atacama Desert in the north to the wilds of Patagonia in the south. Start in Santiago, framed by the snow-capped Andes and vineyards of the Central Valley, then explore surreal salt flats, geysers, and some of the world’s clearest stargazing skies.
Further south, the Lake District brings emerald lakes and volcanoes, while Patagonia delivers windswept wilderness, granite peaks, and massive glaciers. Thousands of miles offshore, Rapa Nui (Easter Island) adds an ancient and mysterious dimension to the journey.
Thanksgiving, Somewhere Else
Picture this: a beautiful setting, your favorite people around the table, a delicious Thanksgiving dinner—and absolutely no grocery shopping, cooking, or dishes.
If hosting isn’t how you want to spend the long weekend, take Thanksgiving on the road this year. I can help with everything from finding the right property to making sure the holiday meal is taken care of.
Pet-freindly Travel
Hotels are stepping up their pet-friendly perks, and we’re talking way beyond a water bowl at check-in. Think custom dog beds, beach access, dog-walking concierges, room service steak dinners and, at the Waldorf Astoria New York, even a tiny branded bathrobe.
Planning a trip you don’t want to leave your dog behind for? I can help find a stay that’ll spoil both of you.
Football Season Trips
A football game can be a pretty great excuse for a weekend away. The best trips aren’t just about tickets and a hotel—the experience starts well before kickoff and continues long after the final whistle.
It’s the tailgate, stadium traditions, local food, and knowing where to go after the game. Whether you’re following your team on the road or using a game as an excuse to explore a new city, a little travel planning can turn game day into a full weekend.
Going Far In China
China is a country of extraordinary scale, where ancient history and modern innovation exist side by side. In Beijing, explore the Forbidden City and Great Wall, while Shanghai offers Art Deco landmarks, futuristic skyscrapers, and a distinctly modern energy.
Beyond the major cities, high-speed rail connects you to Hangzhou’s tea hills, Guilin’s misty karst landscapes, and Chengdu’s beloved pandas. Along the way, discover regional cuisine, centuries-old teahouses, lively markets, and a culture deeply rooted in its past while looking firmly to the future.
Whether you’re drawn to history, architecture, landscapes, or food, China offers a journey as diverse as the country itself.
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