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    • Travel with Us
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    • Terms & Conditions
  • More
    • Home
    • Explore Tipsy Travel
      • Travel with Us
      • Discover Croatia
      • The Traveler's Toolkit
      • The Booking Lounge
      • The Cruise Vault
      • The Travel Wino
      • Request a Quote
      • Terms & Conditions
  • Home
  • Explore Tipsy Travel
    • Travel with Us
    • Discover Croatia
    • The Traveler's Toolkit
    • The Booking Lounge
    • The Cruise Vault
    • The Travel Wino
    • Request a Quote
    • Terms & Conditions

BECAUSE IT'S NOT JUST A VACATION

It’s the dinner you still talk about years later. The view that makes everyone go quiet. The little street you never would have found on your own. The glass raised at sunset with people who feel like part of the story.


At Tipsy Travel, we design trips with personality, purpose, and a strong sense of place. From small-group escapes and hosted journeys to luxury cruises, private yacht charters, wine-country adventures, and tucked-away corners worth the long flight, every detail is chosen to feel personal, not packaged.


You are not here for ordinary. You are here for the trip that feels like it was meant for you.

Let's Talk

THE ART OF TRAVEL

The Difference Is in the Details

 At Tipsy Travel, we do not believe the best trips come from a template. 


They come from real conversations, personal insight, trusted experience, and the kind of planning that turns a good idea into something you will talk about for years. 


With more than 30 years of travel experience behind us, we know how to blend the big moments with the little details that make a trip feel effortless. The right hotel. The perfect destination. The dinner you would not have found on your own. The cruise that actually fits your style. The hidden corner that becomes your favorite part of the journey. 


You bring the dream. We bring the know-how, the planning, and the little details that make the trip feel effortless. 

Travel in Good Company

Each year, we hand-select a limited number of destinations and design unforgettable group travel experiences around them. These are not ordinary trips. They are thoughtfully planned journeys built around unique adventures, beautiful places, meaningful moments, and the kind of details that make travel feel effortless. 


Your Boarding Pass Access

Be sure to join our mailing list so you are the first to hear about new trips before they are released. Be sure you visit our Travel With Us page for current group opportunities. 

WHAT OUR TRAVELERS ARE SAYING

BE PART OF THE EXPERIENCE

Join the Insiders List

 Want first access to our newest adventures? Join our mailing list, The Boarding Pass, to hear about upcoming trips before they are officially released. Then, visit our Travel With Us page anytime to explore our current group travel opportunities.  

Meet Us on Facebook

Follow us on Facebook for travel inspiration, trip updates, and first looks at where we are headed next. It is also the best way to receive an invite to our private travel group, where we share great deals, special offers, and insider travel opportunities. 

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Tipsy Travel -Adventures with Spirit

Copyright © 2023 Tipsy Travel - All Rights Reserved

Florida Seller of Travel #44591

TPI Seller of Travel 

ST39178 | CA 2063964-50 | WA 602232785 

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