JetBlue Vacations is drawing three winners of a Virgin Voyages certificate worth up to $2,000 for a cruise for two, one per monthly entry period from September 25 to December 31, 2026. Residents of 17 states and D.C. aged 21 or over can enter.
At a glance
PrizeThree Virgin Voyages cruise certificates for two, up to $2,000 each.
Available in
Legal residents of Connecticut, Florida, Georgia, Illinois, Louisiana, Maryland, Massachusetts, Nevada, New York, North Carolina, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Vermont, Virginia and Washington, D.C.
You enter on the organizer’s website. Links open in a new tab.
Saved in this browser only.
More promotion details
Full prize details
Three grand prizes, one per entry period. Each is a Virgin Voyages certificate to book a voyage for the winner and one guest, valued up to $2,000. Flights to the departure port are not included, and the winner pays any difference if the voyage costs more than the certificate. Total approximate retail value $6,000.
Organizer
Paisly, LLC d/b/a JetBlue Vacations
Type
sweepstakes
Start
Sep 25, 2026
Entry limit
One entry per person per entry period; entries do not carry over to the next period.
Check your requirements
Optional check: tick only the conditions you have confirmed in the rules.
Conditions confirmed: 0 / 5.
Also check exclusions and entry limits in the official rules.
What you can win
There are three grand prizes, one for each monthly entry period. Each is a Virgin Voyages certificate used to book a voyage for the winner and one guest, valued up to $2,000, for a combined retail value of $6,000.
The certificate covers the voyage only. Flights to and from the departure port are the winner's responsibility, as is any difference if the chosen voyage costs more than $2,000. If it costs less, the difference is not paid out in cash. The rules add that the voyage depends on availability when the certificate is used, that names must match the passport or government ID, and that name changes and rescheduling are not allowed once the voyage is confirmed. Virgin Voyages is a partner, not an official sponsor.
How to enter
Open the giveaway page on jetbluevacations.com between September 25 and December 31, 2026.
Fill in the form with your first name, last name and email address.
Tick the box confirming that you have read the Official Rules and agree to the Terms of Service and Privacy Policy, then submit.
The period is split into three entry periods: September 25 to October 31, November 1 to 30 and December 1 to 31. You can enter once per period, and a non-winning entry is not carried into the next drawing. A separate box for JetBlue Vacations marketing messages is optional. No purchase or payment is necessary.
Who can enter
The giveaway is open to legal US residents living in Connecticut, Florida, Georgia, Illinois, Louisiana, Maryland, Massachusetts, Nevada, New York, North Carolina, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Vermont, Virginia and Washington, D.C. Entrants must be at least 21 at the time of entry. Residents of other states cannot enter.
Employees, officers, directors and agents of JetBlue Vacations, Don Jagoda Associates and Virgin Voyages, their affiliates and agencies, and their immediate families and household members are not eligible.
How the winner is chosen
Don Jagoda Associates, an independent administrator, runs a random drawing for each entry period to pick one grand prize winner. The drawings take place on or about November 3, 2026 for the first period, December 2, 2026 for the second and January 4, 2027 for the third. The odds depend on the number of eligible entries in each period. If a potential winner is disqualified, an alternate is drawn from the remaining entries of the same period.
Delivery and deadlines
Potential winners are notified by email and must digitally complete and return a Declaration of Compliance, Liability Waiver and, unless prohibited by law, a Publicity Release within 72 hours of notification. A potential winner becomes an official winner only after the documents are returned and eligibility is verified.
The rules state that winners must give the administrator a Social Security number for tax purposes and receive an IRS Form 1099-MISC for the prize value, and that taxes on the prize are the winners' responsibility.
PrizeA used 2020 Ford F350 and a 2023 cargo trailer.
Purchase requiredWebsite form
United States (48 states, excluding Hawaii and Alaska, and D.C.)
Requirements
Be a legal resident of the 48 contiguous United States (excluding Hawaii and Alaska) or D.C.
Be 18 or older (19 in Alabama and Nebraska) and hold a valid driver's license.
Online entries come from a purchase at thewatercowboys.com during the period: one entry per $1 spent, before shipping and taxes, paid by card.
Free alternative: mail a hand-printed 3x5 card to the address in the official rules, postmarked between October 15, 2026 and February 1, 2027 and received before February 6, 2027.
PrizeStubHub cards for two Grand Prix tickets and $1,000 toward lodging.
No purchaseWebsite formRequires accepting marketing emails
United States (50 states and D.C.), excluding Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico and other territories
Requirements
Be a resident of the 50 United States or D.C., excluding Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico and other territories.
Be 18 or older, or 19 in Alabama and Nebraska and 21 in Mississippi.
Enter on The GIST contest page before 11:59 p.m. ET on October 26, 2026.
Subscribe to The GIST newsletter by email, which entering requires.
