Dear Permission to be Powerful reader,
Ten vacations are currently open inside the Vacation Vault.
Some disappear in a matter of days.
Here’s what you can still enter to win:
Las Vegas: First-Class Flights + $2,500 Cash
First-class flights for two
Two nights at a four-star hotel on the Strip
$1,000 wardrobe
$750 dining allowance
$2,500 cash
Deadline: August 12, 2026
VIP Nashville Escape for Two
Two VIP festival passes
Two hotel nights
$100 dining and entertainment credit
Admission to more than 25 Nashville attractions
Music City gift package
Deadline: August 26, 2026
Four Days in Cancún
Four-day tropical escape
Hotel accommodations
Caribbean beaches, warm water and Cancún nightlife
Deadline: August 27, 2026
Luxury Portland Escape for Two
$2,246 Ritz-Carlton certificate
Two Portland Timbers or Thorns tickets
$300 dining certificate
Total value up to $3,346
Deadline: August 31, 2026
Reykjavík Adventure for Two
Round-trip flights for two
Two hotel nights with breakfast
Spa access and a three-course dinner
Sky Lagoon, Lava Show and Perlan Museum admission
Airport transfers and Reykjavík City Cards
Deadline: August 31, 2026
Seven Nights in New Zealand
Round-trip airfare for two
Seven hotel nights across Auckland, Nelson and Queenstown
$2,000 spending money
Ground transportation in Nelson
New entry permitted every day
Deadline: September 7, 2026
Seven-Day Caribbean Cruise for Two
Seven-day Caribbean cruise for two
Round-trip airfare included
Sail from one tropical paradise to another
Prize valued at up to $5,000
Deadline: November 1, 2026
Four Days in Puerto Rico
Round-trip travel from the continental United States
Four-day, three-night hotel stay
Rum-mixology experience for two
Total value approximately $3,000
Deadline: September 22, 2026
Seven-Day Caribbean Cruise for Two
Seven-day Caribbean cruise for two
Airfare included
Prize valued at up to $5,000
Deadline: November 1, 2026
St. Thomas Vacation—or Seven-Night Cruise
One two-night resort vacation awarded every day
180 daily winners
Grand prize: seven nights in St. Thomas for up to four people—or a seven-night cruise for two
$2,500 toward airfare with the grand prize
Deadline: January 13, 2027
Here’s the catch:
You must be a paid Vacation Vault member to unlock the official entry forms.
If you’re not a paid member, you’re watching these vacations appear—and disappear—without ever putting your name in the running.
Someone has to win them.
It might as well be you.
JOIN THE VACATION VAULT FOR $1
$8 per month afterward. Cancel anytime.
Tony V.
Editor-in-Chief
Permission to be Powerful
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One Day You Might Wake Up in Bora Bora — for Free
Inside the Vacation Vault, you’ll discover new vacation giveaways, luxury escapes, and dream-worthy destinations from around the world.
Past destinations include:
🇲🇻 The Maldives…
🇭🇺 Budapest…
🇪🇸 Madrid…
🇨🇷 Costa Rica…
🇮🇩 Bali…
🇮🇹 Italy…
🇲🇽 Cancun…
🇪🇨 The Galápagos Islands, and more.
These are real opportunities for you to win a free vacation.
Organized and curated for you.
Here’s what you’ll get:
The Vacation Vault
🌴Discover vacations that could be yours for free.
🏖️ New vacation opportunities added regularly