Summer Travel Trends: What Our Most Elite Clients Are Craving This June

By Stephanie McKeon, COO, Joshua’s Worldwide

As a brand that’s been entrusted with the travel needs of discerning clients for over 30 years, we’ve had a front-row seat to what defines next-level service. And the summer travel trends of 2025 prove that luxury vacations aren’t about excess, but about intention. Here’s what’s trending among our most well-traveled clients this June and how we’re curating personalized, unforgettable journeys around it.

👉 Check out our fleet of vehicles and jets!

🔐 Privacy Is the New Currency

Today’s travelers aren’t just seeking comfort; they’re prioritizing privacy. It’s no longer just high-profile executives or celebrities requesting discretion. More and more, it’s hardworking families who want to unwind in peace, free from stress, crowds and spotlight. The ask is simple: Get us there quietly, securely, and without complication.

This summer travel trend is one we are seeing a significant uptick in:

  • Private jet charters from NYC to Napa, Boston to Bermuda
  • Helicopter transfers for coastal access and time-saving convenience
  • Chauffeured black car service with vetted, professional drivers who know how to keep a low profile

Whether it’s a long-awaited wellness retreat or a quick business trip, today’s travelers want control over their environment, from doorstep to destination. At Joshua’s Worldwide, we make that happen with seamless service, personalized attention, and total peace of mind.

👨‍👩‍👧‍👦 Multigenerational, Ultra-Personalized Travel

The family trip has evolved. Gone are the days of “one size fits all” vacations. Today’s families are traveling together, and often across three, sometimes even four generations. They want and expect each detail to reflect their unique rhythms and preferences.

We’re building custom experiences that blend:

  • Luxury sprinters with booster seats and chilled champagne
  • Private guides and chefs who cater to both grandparents and picky eaters
  • Day-of itinerary management so the entire family can just show up and enjoy

Whether it’s a 3-park Disney trip with a twist or a coastal tour through New England, every member of the family deserves to feel catered to. That’s where our concierge team shines.

🗺️ From Itineraries to Immersion: The Experience-First Shift

The summer travel trends don’t lie. The era of bucket-list checkboxes is over. Life is too short, and travelers aren’t waiting as long to take that special trip. Today’s luxury travelers are asking, “What will this feel like?” not just “Where are we going?” The journey matters just as much as the destination, and we’re seeing a clear shift toward immersive, sensory-rich experiences.

That’s why this month’s Jetsetter Journal highlights ten handpicked escapes across New England: five vineyard getaways and five top-tier golf courses perfect for Father’s Day and summer travel.

Whether you’re sipping your way through a private barrel room or teeing off at a championship course, these experiences are designed for:

  • Scenic, chauffeured drives through rolling countryside
  • Chef-led tasting menus and intimate vineyard access
  • Boutique overnight stays curated with care by our team

Explore the Top Vineyards

Explore the Top Golf Courses

Because travel today isn’t about how far you go, but about how deeply it resonates.

people on beach during sunset

🇺🇸 The Rise of Refined Domestic Travel

International jet-setting may be back, but the real stars this season? Elevated local escapes. From spontaneous Hamptons weekends to chef-led coastal getaways in Connecticut, our clients are embracing local escapes that deliver big on experience. Think foodie-focused itineraries, wellness weekends with room to breathe, and scenic drives curated down to the playlist, all with Joshua’s signature service at the center.

  • Road trips reimagined with custom playlists, scenic routes, and mid-journey surprises
  • Weekend escapes that feel like a world away — no passport needed
  • VIP event weekends from polo to private concerts, with Joshua’s behind the scenes at every step

These trips aren’t ‘staycations, but rather curated, close-to-home luxury done right.

True luxury isn’t just planned, it’s preempted. At Joshua’s Worldwide, we anticipate needs before they’re spoken, curating journeys that feel as effortless as they are unforgettable. We don’t simply move you from place to place, but instead we elevate every mile with intention, intuition, and impeccable service.

Backed by a global network, grounded in local insight, and refined by over three decades of expertise, we’re not following the trends, we’re quietly helping define what’s next. Because today’s traveler doesn’t just want luxury. They want meaningful luxury, seamlessly tailored, deeply personal, and entirely their own.


The summer travel trends are clear, and if you found yourself nodding along, craving more privacy, more presence, and more meaning in the way you travel, we’re here to bring that vision to life.

Whether it’s a spontaneous summer escape, a scenic wine tour, or a wellness weekend designed just for you, Joshua’s Worldwide transforms inspiration into seamless execution.

Let’s plan something extraordinary.

👉 Curate Your Summer Experience


Joshua’s Worldwide
Effortless. Elegant. Everywhere you go.

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