The Sunday Compass – Issue #1

Published October 5, 2025

Fall is here, and while everyone else is chasing sales, we’re chasing seasons. This week I’ve been exploring why the smartest guests plan now for 2026 — from New England’s foliage to Alaska’s glaciers, Europe’s shoulders, and even across-ocean repos. If you’ve been thinking about a milestone celebration, this is your sign to start early and cruise stress-free.

Featured Posts This Week

  • Leaf-Peeping, Harbor Hopping & Smart TimingWhy Canada & New England’s peak foliage cruises reward 2026 planners, not last-minute bookers. Norwegian Getaway’s October departures lead the way.
  • Alaska or Europe in 2026?A practical breakdown of Alaska, Mediterranean, and Northern Europe — flights, seasons, and who each itinerary fits best.
  • Across the Ocean, SlowlySpotlight on Norwegian Jewel’s Tampa–Philadelphia repo and Norwegian Jade’s Asia redeployment — the milestone sailings that only happen once a year.
  • Make It a Season, Not a SaleInspiration for fall cruising that’s about seasons, not coupons. Smarter planning leads to better memories.

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Bar Harbor, Maine: October, 2023

Cruise Tip of the Week

Secure your stateroom first, price second. Promotions come and go, but the right balcony sells out 12–15 months in advance. I can always reprice later if perks improve.

Milestone Highlight – Anniversaries

Fall foliage and transpacific repos both create incredible anniversary celebrations. I recommend planning 9–12+ months out to secure the stateroom you’ll actually want for your special occasion.

Ready to Plan?

Plan Your 2026 Milestone Cruise: Schedule Your Planning Call