Celebrate in style as Classic Vacations marks its remarkable 45th anniversary! For nearly half a century, Classic Vacations has been synonymous with crafting unforgettable travel experiences that seamlessly blend luxury and adventure. With a rich legacy of curating the finest destinations, superb accommodations, and personalized itineraries, Classic Vacations continues to be the preferred choice for travelers seeking exceptional vacations.
Join us in raising a toast to Classic Vacations and embark on your next extraordinary journey with confidence and excitement. Here's to another 45 years of excellence!
Origin.
45 years of history.
The story of Classic Vacations began in 1978 when a group of passionate travel enthusiasts came together with a shared vision: to transform the way people experience the world. Founded with a deep love for exploration and a commitment to providing unparalleled travel experiences, Classic Vacations started its journey in the enchanting landscapes of Hawaii. This humble beginning laid the cornerstone for a travel company that would go on to redefine luxury and adventure.
Over the years, Classic Vacations has expanded its horizons, traversing continents, and introducing travelers to new cultures, stunning landscapes, and unforgettable adventures. With a dedication to exceptional service and a passion for uncovering hidden gems, Classic Vacations has evolved into a trusted name in the world of travel, consistently delivering dreams and memories to travelers worldwide.
1978
Classic Hawaii was Founded
Step back in time
to the roots of Classic Vacations. In 1978, Classic Hawaii was born, laying the foundation for decades of wanderlust and exploration.
1996
Europe
Launched
From the romantic streets of Paris to the historic ruins of Rome, Classic Vacations opened new doors to the Old World's timeless treasures.
1998
Caribbean & Bermuda
Island paradises beckoned as Classic Vacations extended its reach to the turquoise waters of the Caribbean and the pink-sand beaches of Bermuda.
1999
Mexico, Tahiti,
Asia and more
From the vibrant streets of Mexico to the tranquil beauty of Tahiti and the mysteries of Asia, Classic Vacation's portfolio of escapes knew no bounds.
2023
45 years of excellence
As we reach this extraordinary milestone, Classic Vacations remains committed to enduring excellence and creating memories that last a lifetime.
Featured.
45 years of partnership.
AIrline spotlight
Hawaii
Caribbean
Mexico
Europe
MULTI- PROPERTY & DESTINATION
Exclusive Giveaways
Enter to Win Amazing prizes
Weekly giveaways
Win marvelous prizes and join the Classic Vacations family in celebrating 45 years of luxury, discovery, and unforgettable experiences.
Stay tuned for more surprises, travel inspiration, and exclusive offers as we embark on our next incredible journey together. Let’s cheers to another 45 years of extraordinary travel with Classic Vacations!
Congratulations to our winners
Week 1: Champagne
Jackie Gomez
Ceera Machotka
Pamela Prindle Fierro
Cami Bartlett
Tahryn Nicastro
Week 2: Travel Steamer
Ann Marie Patt
Alexisa Humphrey
Meg Thompson
Lauren Doyle
Stephanie Trombley
Week 3: Sunscreen Set
Erika Wells
Sydney Nieveen
Susan green
Alisha Berry
Nerissa Zoller Swarthout
Week 4: Chocolate
Erika Wells
Cari Hicks
Week 5: carry-on Bag
Charmaine Falvey
Kara David
Kerry Brown
Carissa Rhule
Amy Freyder
Week 6: Aloha Box
Rosemary Wynn
Tamara Evans
Erica Huerta
Wendy Sandridge
Nicole Andujar
Week 7: William Sonoma
Sandy Ewing
Marnie Constance
Liane Covelli
Week 8: Luggage set
Dixie Cote
Getaway giveaways
Get ready for the journey of a lifetime in grand style with a series of Getaway Giveaways! While we're keeping the details of our Grand Prize Giveaway under wraps for now, we're excited to reveal that these Getaway Giveaways are your ticket to unforgettable adventures. As part of our anniversary festivities, travel advisors have the opportunity to win fantastic prizes, making this milestone year even more special.
Grand Prize Giveaway
ITaly
ROME | Florence | Venice
How can you win this fantastic prize? It's easy! See all those gorgeous Featured Partners above? All you have to do is book with at least 1 of our participating partners from now through December 31, 2023 for travel through December 20th, 2024. That's your golden ticket to enter to win the Grand Prize Giveaway. Booking must have deposit on file in order to qualify. One winner will be selected at the end of the booking window.
Book with our participating partners today.
Your next adventure awaits, and it starts with Classic Vacations! More information and prize details coming soon!
Getaway Giveaways | Cayman Islands
Cayman Islands
Home of Stingray CIty
Pack your bags and prepare for a journey like no other as Classic Vacations kicks off its 45th Anniversary celebration with a grand prize that will leave you in awe! Travel advisors, here's your chance to win an unforgettable trip for two to the pristine Cayman Islands. The lucky winners will enjoy a 3-night stay at The Westin Grand Cayman Seven Mile Beach Resort & Spa, complete with daily buffet breakfast for two, and two round-trip air tickets. But the adventure doesn't end there – you'll also experience the magic of Stingray City with an exciting excursion for two.
To enter and have your shot at this incredible getaway, all you need to do is book one of our participating Classic Preferred properties in the Cayman Islands from now through 12/31/23, with travel dates through 12/20/24. Get ready for an extraordinary journey that marks our 45th year of crafting memorable travel experiences with Classic Vacations!