Simonsaystravel

“A client asked me a great question this week…”
‘Why should I book my winter trip now instead of waiting for Black Friday?’
It’s a fair question , especially when it’s hot outside and March feels far away.
But here’s the reality I’m seeing every day as I quote winter packages:
• Prices have already increased, even in the last few weeks
• With Cuba closed this winter, demand is shifting fast to Mexico, DR, and Jamaica
• Inventory is tightening earlier than usual
• Black Friday doesn’t bring back sold‑out rooms or ideal flight times
• And many winter packages can’t be repriced later without losing your deposit
Could prices go down in a sale? Sure, it can happen.
But right now, the trend is the opposite, and waiting often means paying more or settling for what’s left.
Booking early isn’t about chasing a deal.
It’s about locking in the resort, room, and flights you actually want before everyone else starts thinking about winter.
If you’re dreaming of palm trees next March… now’s the time.

Adults‑only cruising just got a whole lot more exciting ,and I can now book it.
I’m officially registered with Virgin Voyages, and I’m genuinely impressed with what they offer. For anyone who wants a modern, relaxed, adults‑only cruise experience, this is a standout option.
Virgin includes all dining (no specialty restaurant fees), Wi‑Fi, fitness classes, and their terrace cabins even come with private hammocks. They also use a Bar Tab system instead of the usual expensive drink packages, which gives you more flexibility and better value.
If you’ve ever wanted a cruise that feels elevated, fun, and completely stress‑free, this is the one to look at. I’m already helping clients plan their first Virgin sailing, and the pricing from Miami right now is excellent.
If you’re thinking about an adults‑only getaway or a group trip, send me a message and I’ll walk you through the best options.
Simon Says Travel
Fora Travel Advisor

Visited Peace park for breathtaking Mt. Fuji views, grabbed lunch at Oshino, and stopped by a shrine before checking in at Lake Fuji-KAWAGUCHIKO for the night.

First leg of our trip to Japan! 🇯🇵 can’t wait to show you all the amazing things in Japan!!

There’s a big difference between booking a trip… and actually enjoying one.
Most families don’t need more websites, more tabs, or more decisions.
They need support, clarity, and someone who understands what makes a trip feel easy from start to finish.
If you want your next family vacation to feel effortless, send me a message.