Classic Vacations will commemorate major anniversaries across three regions in 2026—30 years in Europe, 20 years in The Islands of Tahiti and 15 years in Costa Rica. The company is recognizing these milestones through a yearlong campaign that offers travel advisors the chance to win destination stays tied to each region.
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A series of monthly destination education sessions accompanies the promotion, preparing advisors for online quizzes that correspond with each sweepstakes. Each region’s quiz opens after the related booking window closes. Only those who meet the sales threshold and score 100% will qualify for the prize drawings.
The Europe sweepstakes will run Jan.–May 2026, marking Classic Vacations’ 30th year in the region. Eligible entries require a minimum of $50,000 in Europe sales booked from Jan. 6 through May 31, 2026, for travel through Dec. 31, 2026. The quiz opens in June. The first-place prize includes a 9-night journey through Italy with three nights each in Rome, Florence and Venice. Second place offers a 6-night trip with three nights in Mykonos and three in Santorini. Third place awards six nights split between Rome and a three-bedroom villa in Sicily. A random drawing will occur on or before June 30, 2026.
From June through Sept. 2026, The Islands of Tahiti sweepstakes marks Classic Vacations’ 20th anniversary there. To qualify, advisors must reach $70,000 in eligible Tahiti sales booked Jan. 6 through Sept. 30, 2026, for travel completed by Dec. 31, 2026. The quiz opens in October. The first-place award features a 5-night stay in Tahiti, including InterContinental Bora Bora Le Moana Resort and Manava Beach Resort & Spa in Moorea. Runners-up receive either a 4-night stay spanning Conrad Bora Bora Nui, Hilton Moorea and Hilton Hotel Tahiti, or a 2-night villa stay for two at The Brando in Tetiaroa.
Costa Rica’s 15th-anniversary sweepstakes will cover June–Sept. 2026. Qualifying entries require $50,000 in Costa Rica sales booked Jan. 6 through Sept. 30, 2026, for travel through Dec. 31, 2026. The quiz opens in Oct. The top prize is a 5-night stay with two nights at Nayara Springs and three at The Springs Resort & Spa, plus a $200 Visa gift card. Other prizes include 5-night and 2-night stays across Nayara properties with breakfast and smaller gift card values. Winners will be drawn by Oct. 31, 2026.
For more information, visit classicvacations.com.
