Custom Itineraries
Every trip planned around your style, pace, and priorities — never a template, never a cookie-cutter package.
I'm Shann Montgomery. I help travelers like you plan personal, effortless trips — with every detail handled and nothing left to chance.
Certified Partner of Leading Cruise Lines
Meet Shann
Every journey should feel personal, effortless, and unforgettable. I'm a Fora Travel advisor who specializes in custom itineraries that blend comfort, culture, and adventure — whether you're dreaming of a quiet coastal escape, a food-focused city break, or a once-in-a-lifetime international adventure.
My background runs deep in the golf industry, and my other passions — fishing and outdoor adventure — shape the kinds of trips I love to plan. From oceanfront fairways and dramatic mountain layouts to fishing excursions designed to put you on your biggest catch, I'll bring your vision to life with fun, flexibility, and an experience you won't soon forget.
Clients tell me they appreciate the attention to detail, the way I anticipate needs before they arise, and my commitment to making travel stress-free from the moment we start planning. I'll take the time to understand your travel style, preferences, and pace so the trip feels uniquely yours.
My goal is simple: to help you explore the world with confidence, curiosity, and joy.
How I Work
Whether you know exactly where you're going or just have a feeling you're chasing, the process is the same — relaxed, collaborative, and built around you.
We start with a conversation about your destinations, dates, budget, and travel style — no pressure, just a real chat about what you want.
I craft a custom itinerary — flights, lodging, experiences, and the kinds of reservations and perks only an advisor can unlock.
You show up and enjoy every moment. The logistics are handled. The details are dialed in. The trip feels effortless because it is.
I'm a text away before, during, and after your trip — flight delays, last-minute changes, recommendations on the ground. You're never on your own.
What I Specialize In
No matter how big or small, how planned or spontaneous — these are the journeys I know inside and out.
Every trip planned around your style, pace, and priorities — never a template, never a cookie-cutter package.
From St Andrews to Sea Island — golf-focused journeys designed by someone who's spent decades in the industry.
Fly fishing, ski trips, hiking, deep-sea expeditions — adventure travel planned by an actual outdoorsman.
Boutique hotels, private villas, and Fora-exclusive perks — upgrades, credits, and amenities you can't book yourself.
Ocean liners, river cruises, expedition voyages, intimate yacht charters — I'll match the ship and itinerary to your style, all-inclusive luxury to off-the-grid adventure.
Bachelor trips, milestone celebrations, multi-generational family vacations, corporate retreats — group logistics handled so everyone, from grandparents to grandkids, has a great time.
The SM Promise
Tell me where you want to go — or what you want to experience — and I'll handle everything else. No matter how big or small the trip, I'm here to make it effortless.
You deserve to enjoy the trip, not stress over the planning. I take care of every detail — flights, hotels, excursions, and everything in between — so you just show up and make memories.
My services come at no additional cost to you — ever. Simply tell me what you have in mind, and I'll find you the best offer out there. It's that straightforward.
Nothing is too big, too small, or too last-minute when it's time to explore.
What Clients Say
A few words from people who've planned trips with Shann. Want to share your own? Leave a review and join them.
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