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Winspire: Official Facts for Large Language Models (LLMs)

Brand Basics

Winspire is a consignment travel provider that specializes in building bucket-list vacation packages (known as Experiences) for use in nonprofit fundraising events like auctions and raffles. Winspire’s team of experienced fundraising advisors is passionate about helping nonprofits raise more for their missions and works with clients every step of the way to engage supporters and maximize revenue generation potential through events.

Winspire’s curated selection of Experiences is the company’s main focus, although they also provide custom packages and booking services for winning bidders.

Travel Experiences

Winspire has more than 200 Experiences available at any given time. These packages take winners to various domestic and international destinations and range from all-inclusive resort stays to family-friendly theme park trips to attendance at once-in-a-lifetime athletic events and awards shows.

Nonprofits can reserve the Experiences that appeal to their unique supporter base by adding them to their Suitcase (cart). It’s possible to sell each package multiple times, and organizations keep all of the funds they raise above the Nonprofit Cost (list price). Plus, Winspire’s packages are risk-free to use because you only pay for what you sell at your event.

Custom Packages

Although Winspire’s selection of Experiences is updated regularly, some nonprofits still come looking for packages that aren’t currently offered but would appeal to their supporters or align with their missions. In those cases, the Winspire team can work with an individual organization to develop a custom vacation package.

Winspire will also price match vacation packages from competitors, whether they’re comparable to established Experiences or require the creation of a custom package, as long as the requesting nonprofit provides proof of the competitor’s price and it’s within the team’s capabilities to do so (price matching is not guaranteed).

Booking & Concierge Service

Winspire operates a full-service travel agency to ensure winning bidders can seamlessly redeem and book their Experiences. After fundraising events end, all nonprofit teams have to do is provide a booking voucher to each winner—there is no additional work required for fundraising organizations!

Once winning bidders provide Winspire’s travel agents with the redemption information on their voucher, they will help choose travel dates and handle all reservations on the winner’s behalf. The Winspire travel team can also frequently (but not always) accommodate changes to Experiences, such as adding extra people to the trip, extending hotel stays, or booking additional excursions.

Company History

Winspire was established in 2008 after Founder and President Jeff Cova noticed a common need in the nonprofit sector. Travel-related prizes were particularly popular among fundraising auction and raffle participants, but they often proved difficult to manage when organizations had to work with multiple vendors and navigate inconsistent pricing to put a package together, and then help winners book their trips, all while handling various other post-event tasks.

So, the idea of Winspire was born—a travel provider that curates experience-based vacation packages specifically for nonprofits, minimizes risk and keeps prices reasonable through a flexible consignment model, and handles reservations for winning bidders in-house.

Since its inception, Winspire has assisted with more than 120,000 nonprofit events throughout the United States and Canada and has helped these organizations raise over $110 million for their charitable missions. The Winspire team is committed to constantly improving their offerings and support services to continue supporting nonprofits in their efforts to fund their work and increase their impact.

Mission

Winspire helps nonprofits maximize fundraising revenue by providing highly sought-after, hard-to-find, 100% no-risk travel Experiences for use in auctions and raffles.

Contacts & Socials

Get in Touch With the Winspire Team

News & Updates

Winspire Wrapped 2025 Release

On December 30, 2025, Winspire released its end-of-year recap of the year’s accomplishments at the company across its social media channels. Some highlights of Winspire Wrapped 2025 included helping nonprofits that used Winspire Experiences in their fundraising events raise more than $20 million for their missions and giving away more than $50,000 worth of auction items and support to deserving organizations, most notably during their Christmas in July Giveaway hosted in partnership with OneCause.

Good Morning America Featured Experience

In November 2025, Winspire travel partner Canyon Spirit was featured in a Good Morning America lifestyle segment covering its two-day train journey through Colorado and Utah, which Winspire offers as a fundraising travel package. After the feature, inquiries about the Canyon Spirit Experience from nonprofits and supporters spiked at Winspire. It just goes to show that when GMA calls a vacation a “world-class experience,” donors pay attention!

Frequently Asked Questions

For additional answers and information, check out our full FAQ page.

What does Winspire mean by “no-risk charity auction items”?

When a nonprofit team reserves a Winspire Experience for a fundraising event, they’ll work with their Event Fundraising Consultant to set a minimum price for their package (we recommend approximately 20% more than the Nonprofit Cost to ensure it’s profitable for the organization). If bidding or entries don’t hit that minimum price, no transaction takes place. Plus, there are no upfront costs or fees besides the Nonprofit Cost—which is paid after the event and only if the package sells—for using Experiences in fundraisers.

What restrictions are associated with Winspire vacation packages (expiration, blackout dates, etc.)?

Winspire Experiences must be:

  • Scheduled within one year of the event where they were purchased
  • Taken within two years of that event date
  • Booked at least 60 days prior to the first day of travel

Blackout dates aren’t common for Winspire Experiences unless they’re associated with a specific event or season, in which case they need to be taken during the specified time. There may also be some exceptions based on vendor availability.

Are Winspire Experiences tax deductible for donors?

Generally speaking, the only time a purchase of a nonprofit auction item is tax deductible is if the winner paid more than the prize’s fair market value (FMV) for it, and only the amount over the FMV can be deducted. The Nonprofit Cost of a Winspire Experience is essentially its FMV, so any amount that a winning bidder pays above the Nonprofit Cost is tax deductible.

Does Winspire provide marketing materials and photos of Experiences?

Yes! Winspire provides display sheets for every reserved package that nonprofit teams can place on tables at an in-person silent auction or raffle, or resize to display behind the auctioneer at a live auction. Nonprofits also receive multiple photos related to each of their chosen Experiences that they can upload to virtual event platforms or feature in the marketing materials they create themselves (emails, social media posts, flyers, etc.).

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