Want to win the ultimate trip promising five years of winter vacations to St. Petersburg/Clearwater at TradeWinds Island Resorts? This year, Visit St. Pete/Clearwater gives family travelers the chance to enter to win a trip to Florida’s west coast with a stay at TradeWinds Island Resorts on St. Pete Beach, every year for the next five years.
The launch of the contest aims to celebrate travel and encourage Americans to plan vacation days for the whole year. VSPC partnered with TradeWinds Island Resorts to create a unique sweepstakes contest. This resort, directly on the sands of the Gulf of Mexico on St. Pete Beach, offers 40 acres of beachfront recreation, elegant dining and exciting family activities, including the resort’s three-story, dual-line zip line on the beach.
This online sweepstakes is open through March 31, and can be entered both in person and online. Each participant is allowed one online entry per person to win one trip to St. Pete/Clearwater for four people, every year for the next five years. Each trip includes round-trip airfare for up to four people, three-night single hotel accommodations at TradeWinds Island Resorts, and $300 in resort credit. The winner also receives a Visit St. Pete/Clearwater beach bag. No purchase is necessary to enter or win.
To enter the sweepstakes, visit here. See here for official rules and more information.
Read This Next
#WhereverFamily
Insta FeedCruises
Jun 15, 2026All the Ways Carnival Cruise Line Celebrates America’s 250th Birthday
This year, Carnival Cruise Line celebrates America’s 250th anniversary with special patriotic programming, and passengers are invited to take part in the festivities.
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Hotels
Jun 12, 2026Saddle Up for Skillcations at These U.S. Ranches
Dude ranch vacations are growing in popularity among family travelers, but skillcation trips on ranches are also on the rise, with travelers looking for opportunities to learn a new skill and develop a new hobby while escaping day-to-day life.
Hotels
Jun 11, 2026Park Hyatt St. Kitts Launches Postpartum Experience for Moms
Park Hyatt St. Kitts now offers the perfect escape for postpartum moms to reconnect with herself in paradise through a partnership with Anya, a women’s health and beauty brand dedicated to helping with postpartum.
Hotels
Jun 11, 2026Slow Mom Summer: Family Getaways Designed for Doing Less
This summer’s biggest lifestyle trend: doing less. That mindset applies to family travel, too, with Slow Mom Summer emerging online. Moms are rejecting overscheduled itineraries and high-pressure vacations while seeking out slower, more intentional experiences.
Hotels
Jun 10, 2026AYANA Resorts Launches Dual-Island Family Escape from Bali to Komodo
AYANA Resorts just debuted a new, dual-island itinerary from Bali to Komodo, allowing family travelers to enjoy a seamless experience between both resorts. The journey starts along Bali’s southwest coast, where AYANA Bali welcomes guests.
ShareThis