lanning your travels at the right time can make all the difference in securing the best deals, availability and experiences. Whether you're dreaming of a private Mediterranean yacht charter, a bespoke African safari or an ultra-luxe ski retreat, booking at the right moment ensures you get the best availability, personalized service and added perks. Follow this month-by-month guide to plan your next indulgent getaway. When you’re ready, your Global Travel Collection advisor will craft a seamless, tailor-made journey designed exclusively for you.
FEBRUARY + MARCH
Secure your spring and summer luxury getaways
Now is the time to confirm your spring and summer travel plans, ensuring priority access to the most sought-after destinations. Memorial Day weekend is ideal for a quick luxury escape — think a private villa in the Caribbean, a five-star spa retreat in Napa Valley or a quintessential New England getaway in Nantucket or Cape Cod.
If you’re dreaming of a Mediterranean summer, early booking is essential to secure top suites at legendary hotels. With the Fourth of July falling on a Friday this year, premium resorts and private residences will sell out quickly.
This is also “Wave Season” in the cruise industry, meaning ultra-luxury cruise lines like Silversea, Seabourn and Regent Seven Seas offer exclusive promotions — perfect for securing a top-tier suite on an extraordinary voyage.
APRIL + MAY
Holiday season travel + last call for summer
If you haven’t finalized your summer plans, now is your last chance — especially if you’re traveling with a group. Luxury resorts across Europe, including the French Riviera, Greek Islands and Italy’s Lake Como, book up quickly, so securing your accommodations now guarantees the best selection.
Looking ahead to the holiday season? If you’re considering a warm-weather escape for Thanksgiving or Christmas — such as a private overwater bungalow in Bora Bora or a beachfront estate in Turks & Caicos — early booking is essential.
This is also the perfect time to reserve a 2026 bucket-list journey, whether it’s an exclusive Kyoto ryokan stay for cherry blossom season or a luxury safari at Singita’s private reserves in Africa.
JUNE + JULY
Plan ahead for autumn experiences
Autumn is an incredible time to explore without the summer crowds. This is your chance to book a leaf-peeping experience in a five-star Vermont inn or a private château retreat in the French countryside.
For those drawn to the Alps, consider the Dolomites, an emerging luxury hotspot known for its breathtaking hiking trails, refined mountain lodges and upcoming role in the 2026 Winter Olympics. Early fall is also your last opportunity to experience Europe’s shoulder season —perfect for a quieter escape to Rome, Paris or Santorini while still enjoying warm weather and impeccable service.
AUGUST + SEPTEMBER
Reserve your ultimate winter escape
Winter may seem far off, but the world’s most coveted ski chalets and luxury beach resorts fill up long before the season begins. If you’re planning a ski trip to Aspen, Courchevel or Zermatt, now is the time to secure private ski-in/ski-out chalets with top-tier amenities.
Prefer the sun? Lock in your reservations at breathtaking tropical hideaways in Anguilla. Thinking ahead to early 2026? Secure your New Year’s celebration in a private Maldives villa, plan a romantic Valentine’s retreat to the Seychelles or reserve an elegant getaway for Martin Luther King Jr. weekend. Want something unique? Consider jetting off to the Southern Hemisphere, where December marks the start of summer in Australia, South Africa and Argentina.
OCTOBER
Indulge in a luxurious, last-minute getaway
October is perfect for an impromptu luxury getaway. Whether it’s a private wine retreat in Napa, a cozy countryside escape in Scotland or a Parisian weekend in a top-tier suite, spontaneous luxury can be just as rewarding as a planned adventure. If you’re dreaming of a winter retreat, now is the time to book a ski-in/ski-out chalet in the Alps or Pyrenees, where private chefs and personal butlers ensure an unparalleled experience. And if you still haven’t confirmed holiday season travel, your advisor can find the most luxurious last-minute options for a magical festive escape.
NOVEMBER + DECEMBER
Secure exclusive deals + plan for 2026
November is a prime time for luxury travel deals, and one of the best-kept secrets is the Auberge Friends + Family Sale, which often offers up to 35-40% off stays at some of the world’s most luxurious properties. Many five-star hotels, luxury cruise lines and private villa rental companies also run Black Friday specials, making this the perfect moment to secure 2026 trips at the best possible rates.
Looking for a year-end refresh? Treat yourself to a wellness retreat to start the new year feeling rejuvenated. If you prefer to escape the holiday frenzy, book a discreet island getaway, where private infinity pools and personalized service provide the ultimate in relaxation.
Staying home for the holidays? It’s the perfect time to gather with family and start planning your next extraordinary journey. Your Global Travel Collection advisor is ready to craft the perfect 2026 itinerary, ensuring your next adventure is nothing short of spectacular.
Ready to go? These travel experts can help you plan a trip related to this article
Adventure, Ski and Luxury Travel Expert
Roseland, NJ
Africa,USA,Antarctica,Europe,Worldwide
LUXURY TRAVEL AGENT- NY and FL
New York, NY
Worldwide,Italy,Australia & New Zealand,Spain,Caribbean
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