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Here are this week’s travel contests. You can win trips to Portland, Oregon; Tennessee; the Grenadines; St. Lucia; Colorado; Napa Valley, California; Santa Monica, California; Toronto, Canada; Costa Rica; Paris, France; a Mississippi River cruise; Cancun, Mexico; and more.
Good luck & be sure to subscribe to my weekly newsletter so you don’t miss any sweepstakes, and please share this post with friends who might take you along if they win!
- One (1) grand prize (“Grand Prize”): There will be (1) Prize awarded. The winner of the Grand Prize (“Grand Prize Winner”) in this section will receive the following: Grand Prize Trip for Two to Cancun, Mexico (“Trip”). Trip will include:
Roundtrip (coach class) air transportation from the nearest major airport closest to the Grand Prize Winner’s home address to the Trip destination for two (2) people.
Five (5) days four (4) nights’ (double occupancy) hotel accommodations. Grand Prize Winner may select hotel and accommodations preference.
Grand Prize Winner to receive Prize Supplier branded swag (cooler chair, pool floats, beach towel, beach hat, trucker hat, BuzzBallz t-shirt) - open only to legal residents of the 50 United States and the District of Columbia (NOT including residents of all U.S. Territories and Possessions and overseas Military Installations), twenty-one (21) years of age or older
- Read about my trip to Chichen Itza from Cancun
- Read about my trip to Tulum from Cancun
- Enter by June 30, 2023
Win a trip to meet Samantha Bee in Portland
- Package Includes:
- Meet & greet with Samantha Bee
2 tickets to see Samantha Bee’s show at The Newmark Theatre
A blazer from Samantha’s personal collection
Roundtrip travel to Portland, OR
Hotel accommodations, rideshare credit, and more! - open only to persons who are at least the age of majority in their jurisdiction of residence (typically 18 years of age) at the time of entry and who are residents of the United States or Canada
- Enter by May 31, 2023
Win a trip to Bonnaroo 2023 in Tennessee (no donation required)
- 2 VIP Centeroo Tickets to Bonnaroo 2023
Sets from Kendrick Lamar, Odesza, Foo Fighters, Zeds Dead, Paramore, Lil Nas X & many more
Escorted access to the backstage Artist Lounge
Stay in a Luxury Bell tent in the Moon Colony
Watch 5 shows of your choice from the pit (subject to availability)
Your own personal golf cart chauffeur
Roundtrip travel, 2 Tickets to the BonnaROOTS dinner & more! - open to persons who are legal residents of the 50 United States and D.C., who are18 years of age or older
- Enter by June 1, 2023
- All-inclusive 5-night ultra-luxurious escape for two to Seahorse Villa at Palm Island Resort & Spa, the Grenadines
Inter-Island roundtrip transfers from Barbados to Palm Island
$250 Visa gift card compliments of Matt’s Flights
$150 Book Shop gift card compliments of Bookfinity - open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by May 31, 2023
- Win a 4-night stay for two in a one-bedroom oceanfront villa with a premium all-inclusive package at Windjammer Landing Villa Beach Resort in St. Lucia. Private ground transportation to and from the airport is also included.
$300 gift card to Luseta Beauty.
$150 Book Shop gift card compliments of Shelf Savvy. - open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by May 31, 2023
- ONE (1) GRAND PRIZE (“Grand Prize”): Trip for two (2) to the Colorado Rockies featuring National Parks and Historic Trains with Collette Tours (“Tour Operator”). Includes 9 days/8 nights hotel accommodations, roundtrip airfare from the closest major airport to the winner and tour of the Colorado Rockies provided by Collette Tours
- open only to persons, who are, as of date of entry, 21 years of age or older, legal residents of, and physically located within, the 50 United States or D.C
- Enter by May 31, 2023
Win a trip to Napa Valley, California
- A 3-night stay for two at Meritage Resort & Spa in Napa, California
A full weekend passport for two to the Chardonnay Pinot Classic, June 9 – 11, 2023. Weekend includes wellness classes, winemaker’s dinners, master sommelier lead wine panels and discussions, a grand tasting, receptions and more!
$300 gift card to KBH Jewels,
$150 Mastercard gift card compliment of Woman’s World - open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Read about craft beer in Santa Rosa
- Read about craft beer in Rohnert Park
- Read about craft beer in Cotati
- Read about 49 great things to do in San Francisco
- Read about great day trips from San Francisco
- Enter by June 1, 2023
Win a trip to Santa Monica, California
- – 3-night stay at The Pierside Hotel Santa Monica, a Kind Traveler partnered hotel, in a Coastal King with a daily $40 breakfast credit in The Surfing Fox restaurant (two guests), and two complimentary drinks at The Surfing Fox Bar
– Bike/SUP Rentals from The Pierside Hotel board shop to explore Santa Monica
– 2-night stay at The Proper Hotel Santa Monica, a Kind Traveler partnered hotel, $100 food and beverage credit, welcome gift, and daily breakfast for two (up to $60/day)
– Beach Yoga SoCal: enjoy two beach yoga classes for two
– Pacific Park: enjoy two unlimited passes (including unlimited rides on the world’s first and only solar-powered Ferris wheel!)
– Bikes & Hikes LA: LA in a Day Bike Tour for two
– $200 donation to local Santa Monica charity, Santa MoniCARES, made in the name of the winner
– Kind Traveler: gift box to include eco-conscious travel products to inspire kind travel ($250 value)
– Gogh Jewelry: gift box to include a $500 gift card towards conscious jewelry that empowers
– The Expedition, one-year subscription membership ($500 value)
– $300 Visa cash card towards travel expenses - open to anyone who is at least twenty-one (21) years of age and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 3, 2023
Win a trip to see Shania Twain in Toronto, Canada (no donation required)
- What You Can Win
Meet-and-greet with Shania Twain and NHL All-Star Mitch Marner
Two VIP tickets to see Shania Twain at Budweiser Stage in Toronto on June 23, 2023
Special access to VIP pre-show reception and red carpet photo-op
Exclusive merchandise, signed by Shania
Official Maple Leafs jersey, signed by Mitch
Hotel accommodations for two nights for you and a guest
Round-trip airfare for two within North America - Open worldwide
- Enter by June 4, 2023
- Prize includes:
- Three (3) night stay for two in a Junior Suite at Hotel Punta Islita, Autograph Collection
- Welcome Basket
- Experiences: Islita Hike and Mazamorra Class
- Three (3) night stay for two in a Bark Suite at El Mangroove, Autograph Collection
- Welcome Basket
- Experiences: Coffee tasting and use of paddle boards.
- Ground transportation to/from airport to hotel and between hotels included.
- One (1) $250 Visa Gift Card compliments of Your Tango
- One (1) $250 Gift Certificate compliments of Matt’s Flights
- One (1) $250 Gift Card compliments of The Canopy
- One (1) Ghurka duffel: Cavalier III in Black Twill (retail prize: $1,895) compliments of Ghurka
- One (1) $150 BookShop Gift Card compliments of Bookfinity
- open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 3, 2023
- 2 round-trip flight tickets to Paris
4 nights accomodation in a 4 stars hotel
2 tickets to the French Open
A special St Pierre travel kit!
A tour of Paris in an orange 2CV (optional add-on) - open to legal residents of the fifty (50) United States and the District of Columbia who are 21 years of age
- Enter by June 12, 2023
Win a Mississippi River cruise
- Sweepstakes Grand
Prize Includes:
All-inclusive cruise from New Orleans to Memphis aboard American Queen on October 29, 2023
Pre-cruise overnight hotel stay at Hilton New Orleans Riverside for two guests
Roundtrip economy class air arrangements for two guests
Included shore excursion in each destination
Private culinary class with American Queen Voyages’ Culinary Ambassador, Chef Regina Charboneau
Six month membership to America’s Test Kitchen Cooking School; plus special merchandise and more - open only to legal residents of the 50 United States and the District of Columbia and Canada (excluding Quebec) (the “Territory”) who have reached the legal age of majority in their state/province/territory of residence
- Enter by June 12, 2023
Go on an adventure at home or when you’re away with a tour or activity via Get Your Guide.
Which travel giveaway are you most excited about winning this week?
Why not share this post with your friends? If they win, maybe they’ll take you!
Want to see the newest travel contests? Go here!
