Family

October 20, 2025

12-Month Guide to Booking Trips for 2026

Planning 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, let Studio Roam Travel will craft a seamless, tailor-made journey designed exclusively for you.

Oct / Nov 2025→ Book now for 2026

Focus on large or high-demand trips for 2026. This is the time to lock in your most important travel plans:

  • Lock in your key vacations for summer 2026 (June, July, August), especially to high-demand destinations (Europe, luxury villas, private charters).
  • Secure accommodations and properties with limited availability or unique appeal (private estates, top-tier resorts).
  • Begin holiday season bookings for late 2026 (Thanksgiving, Christmas, New Year’s) if you want top locations or exclusive services.

Why now? Excellent availability and choice exist now; waiting means reduced inventory and higher prices.
Tip: Finalize destination and travel dates now; place deposits where required.


Dec 2025 / Jan 2026→ Summer 2026 and major events

In these months you should concentrate on bookings for the summer of 2026 and special-event travel.

  • Family travel and spring break 2026 bookings (March/April) — secure flights, lodging and activities while school calendars and resorts have good inventory.
  • Upgrading trips already planned (better suites, private tours, premium add-ons) for your summer 2026 travel.
  • Reserving special-event trips in 2026 (anniversaries, milestone birthdays) where you want elevated service and unique experiences.
    Why now? Family and group travel need more lead time; early booking ensures best choice of room categories and services.
    Tip: If you’re targeting a family spring break, act sooner rather than later — top resorts fill early.

Feb / Mar 2026 → Final window for summer bookings

  • Autumn 2026 (September/October) and early winter 2026/27 trips (November-January) — begin locking in lodging and international travel while delivery windows are open.
  • Finalising any large summer 2026 bookings not yet done — you’re at the edge of doing so with good availability.
  • Domestic or regional luxury trips for later in the year (less demand than peak international, so choices still exist).

Why now? Some major properties release final inventory about 6-8 months ahead; striking now gives better choice.
Tip: If your destination is fixed, book lodging and major transport now; fine-tuning can come later


Apr / May 2026 → Autumn & winter 2026 travel

Turn your attention to travel later in 2026. What to focus on:

  • Ski travel for early 2027 or late 2026 (December/January) — prime lodges and premium suites often require early commitment.
  • Tropical retreats or celebration trips late in the year (New Year’s, Valentine’s Day 2027) where luxury-level service is desired.
  • Secondary get-aways for 2026 (shorter trips, high service) that you want to secure before window tightens.

Why now? High-end accommodations and niche experiences fill faster; the earlier you secure them, the more choice.
Tip: While you refine itinerary details, make deposits now on the lodging and major flights.


Jun / Jul 2026 → Summer travel and late-year planning

By now you should be enjoying whatever you booked earlier. This is also when you should think of:

  • Any remaining summer 2026 travel still unbooked — this is your last chance for the best options.
  • Booking holiday season travel for 2026 (Thanksgiving, Christmas, New Year) if you haven’t yet — inventory is tightening.
  • Shorter luxury escapes or “quick getaways” in 2026 you’ve postponed — these can often be booked now with flexibility.

Aug / Sept 2026 → Final booking push

This is your last chance for 2026 travel bookings. Focus on:

  • Seal bookings for any travel in 2026 still outstanding.
  • Take advantage of last-minute luxury deals for late-year or short-notice escapes.
  • Begin looking ahead to 2027 for very high-demand properties or events; placing early holds/deposits can secure your place.

Why now? Demand and pricing intensify; if you wait beyond this you may face premium pricing or limited choice.
Tip: If you see a strong offer that fits your plan and budget, book it rather than gamble.


With this clear schedule you know exactly what to book and when. Early planning means better availability, choice and value. When you’re ready, let Studio Roam Travel handle every detail — from flights and premium lodging to private tours and luxury transfers — so you can focus on what matters. Contact us today and let’s begin designing your next unforgettable journey.