Classic Vacations is commemorating milestone anniversaries in 2026 across three core regions: 30 years operating in Europe, 20 years in the Islands of Tahiti and 15 years in Costa Rica.
The tour operator is marking these anniversaries with sweepstakes that give travel advisors the opportunity to win vacations to each destination by booking eligible travel and participating in destination quiz drawings throughout the year.
Classic Vacations will provide monthly destination education tied to each region to support the quizzes, offering advisors preparation tools and booking inspiration.
Entry Requirements
The program features three destination spotlights: Europe from January through May, followed by Tahiti and Costa Rica from June through September. Travel advisors earn entries by booking eligible FIT and FIT Group travel that meets specific dollar thresholds during designated booking and travel windows. Advisors who reach the sales minimum and score 100% on the corresponding quiz will be entered into prize drawings for that destination.
Europe Sweepstakes
Running from January through May 2026, the Europe sweepstakes requires travel advisors to reach $50,000 in eligible Europe sales and score 100% on the Europe Quiz, which opens in June 2026.
First place includes a nine-night Italy adventure with three nights each in Rome, Florence and Venice. Second place features a six-night Greek island escape with three nights in Mykonos and three nights in Santorini. Third place offers a six-night Italy trip with two nights in Rome and three nights in a three-bedroom villa in Sicily.
The Islands of Tahiti Sweepstakes
The Tahiti sweepstakes runs from June through September 2026 and requires advisors to reach $70,000 in eligible Tahiti sales. The Tahiti Quiz opens in October 2026.
First place includes a five-night luxury overwater bungalow getaway at InterContinental Bora Bora Le Moana Resort and Manava Beach Resort & Spa in Moorea. Second place offers a four-night island-hopping stay at Conrad Bora Bora Nui, Hilton Moorea and Hilton Hotel Tahiti. Third place features a two-night all-inclusive luxury villa stay for two at The Brando in Tetiaroa. Winners will be selected via random drawing on or before Oct. 31, 2026.
Costa Rica Sweepstakes
Also running from June through September 2026, the Costa Rica sweepstakes requires $50,000 in eligible Costa Rica sales. The Costa Rica Quiz opens in October 2026, with the same booking and travel windows as the Tahiti sweepstakes.
First place includes a five-night getaway with two nights at Nayara Springs and three nights at The Springs Resort & Spa, plus a $200 Visa gift card. Second place offers a five-night stay with two nights at Nayara Gardens and three nights at The Springs Resort & Spa, plus a $100 Visa gift card. Third place features a two-night stay at Nayara Tented Camp with breakfast for two.
Editor’s Note: This article was generated by AI, based on a press release distributed by Classic Vacations. It has been fact-checked and reviewed by a TravelAge West editor.