Celebrating 4 years in business! Thank you for supporting our small business!
why "TRY SHY?"
Our Philosophy
We believe travel should be more than just a getaway—it should be a celebration of your time, your hard work, energy, and style. Life is too short for cookie-cutter trips or stressful planning, which is why TryShy Travel creates experiences that let you fully embrace every moment without worrying about the details. Our focus on curating all-inclusive adventures that balance relaxation, excitement, and connection allow you to recharge, explore, and shine! Your time is valuable, and your vacations should reflect that, too.
Our Expertise
Thoughtfully designed, effortlessly executed, and unapologetically unique, we aim to ensure every moment is designed to leave you feeling like you just unlocked a secret level of travel. Many of the destinations you’ve been daydreaming about? We’ve explored them (some, more than once). And if you ask us, real-world experience beats endless Google searches every time, and we use that knowledge to reveal insider knowledge, VIP perks, and experiences that sometimes rarely make it to the public travel sites.
Our Destinations
We don’t just plan vacations, we create brag-worthy escapes you’ll still be talking about years from now. A large part of our travel planning success comes from taking the time to understand you, your style, your priorities, and your “must-haves,” then delivering a trip that feels tailor-made. Whether you’re crafting a custom getaway or joining one of our carefully curated group adventures, the kind of trip people wish they’d booked is the kind you’ll soon be enjoying.
Our Flexible Payment Plans & Cancellation Policies
Unlike other agencies that trap you with no refunds, no credits, and zero flexibility, we believe in taking a different approach. At TryShy Travel, we get it—life happens! That’s why we give you options: pay your balance on your schedule—monthly, bi-monthly, or quarterly—hold your spot for 3 days, cancel within 7 days for a partial refund, or transfer your investment to another group trip if plans change. Travel should feel exciting, not scary—and that's why we’ve got your back every step of the way with flexible trip change and cancellation policies.
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