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Here are this week’s travel contests. You can win trips to Cancun, Mexico; South Dakota; Japan; Riviera Maya, Mexico; a Mediterranean cruise; Venice Beach, California; Scotland; 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!
- Grand prize includes:
A trip for 2 to Cancun including a four-night stay at the luxe Kempinski Hotel plus airfare and more - 4 Nights in a Deluxe Seaside Room at the Kempinski Hotel
- Round trip flights from the U.S. (excluding Alaska and Hawaii) to Cancun
- Breakfast each day during your stay
- Airport transfer to and from the hotel
- Enter by June 14, 2024
- Here’s what you could win…
- Airfare for 2 to South Dakota’s Rapid City Regional Airport
Accommodations for 2-nights
$500 spending cash
1 Rental car
Admission into Mt. Rushmore and Crazy Horse Memorial, majestic monuments in stunning South Dakota - Open only to legal residents of the 50 states of the U.S. (excluding residents of Rhode Island, Guam, the U.S. Virgin Islands, Puerto Rico, and other U.S. territories and possessions and where prohibited by law) and the District of Columbia who are eighteen (18) years old or older
- Enter by June 14, 2024
Win a trip to Japan (does not include airfare)
- Enter to win a trip to Japan and explore East Asia’s wonders firsthand. The trip includes-
- 5 Nights’ accommodation
Daily breakfast, 1 Lunch, 2 Dinners
Airport transfers
Intra-city transportation
Guided Sightseeing
Boat trip on Kawaguchi Lake
City tours in Tokyo and Kyoto
Excursion to Mt. Fuji and Hakone
Tour of Toyota Museum - 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 the best places to see cherry blossoms in Tokyo, Japan
- Read about the Little Peeing Monk statue in Tokyo, Japan
- Read about craft beer in Tokyo, Japan
- Read about eating omakase in Tokyo, Japan
- Read about visiting the Museum of Yebisu Beer in Tokyo, Japan
- Read about attending the Hokkaido Food Fair in Tokyo, Japan
- Read about eating Michelin-starred ramen in Tokyo, Japan
- Read about a day trip to Mt. Fuji & Lake Kawaguchiko
- Read about the best craft beer in Kyoto
- Read about visiting the Philosophers Walk in Kyoto
- Read about visiting Kinkaku Temple in Kyoto
- Read about taking a day trip to Hiroshima from Kyoto
- Read about taking a day trip to Miyajima from Kyoto
- Enter by June 15, 2024
Win a trip to Riviera Maya, Mexico
- 4-night all-inclusive stay for two adults at Hard Rock Hotel Riviera Maya, Mexico
$1,000 USD flight cash
Private Beach Club
Mixology Takeovers
Guest Chefs
Spa Discounts
Value: $4,000+ - Enter by June 15, 2024
Win a Mediterranean cruise (does not include airfare)
- AN ALL-INCLUSIVE LUXURY EXPERIENCE:
- A Luxurious 10-Night Mediterranean Sailing aboard Regent Seven Seas Cruises®
- Suite Accommodations for Two in a Deluxe Veranda
- FREE Unlimited Shore Excursions
- FREE Unlimited Beverages
- FREE Open Bars and Lounges plus In-Suite Minibar Replenished Daily
- FREE Pre-Paid Gratuities
- FREE Specialty Restaurants
- FREE Unlimited WiFi
- This extraordinary 10-night journey begins on Oct. 27, 2024, with overnight calls in Istanbul, Dubrovnik, Rome, and Barcelona.
- open solely to legal residents of the fifty (50) United States and the District of Columbia who are at least 21 years of age
- Read about craft beer in Barcelona, Spain
- Read about attending a Barcelona soccer match
- Read about visiting La Sagrada Familia in Barcelona
- Read about visiting the Gothic Quarter of Barcelona
- Read about an amazing meal at Disfrutar in Barcelona
- Read about craft beer in Istanbul, Turkey
- Read about the Museum of Innocence in Istanbul, Turkey
- Enter by June 17, 2024
Win a trip to Venice Beach, California
- One lucky winner will receive an incredible vacation prize package worth $5k:
- 3 days (2 nights) at the Venice Breeze Suites, a fun edgy collection of modern suites right on the Venice Beach Boardwalk in California
- Surfboard rental with unlimited surfing for your entire stay
- Sunset yoga class on the beach
- $500 worth of ocean-inspired jewelry from Gogh Jewelry Design
- $150 bookshop.org Gift Card
- Dollar Flight Club Lifetime Membership ($1690 value)
- $250 from Your Tango
- $100 from Man of Many
- $100 Gift Card to pushmydough.com – European Bakery
- 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 24, 2024
- win the Grand Prize, including a trip to Scotland, 2 rounds of golf for you and a guest at the famed St Andrews Links, hotel accommodations at Rusacks St Andrews, a $500 shopping spree at the St Andrews Links by TravisMathew store, a $700 Callaway gift card and an OGIO Shadow Golf Bag + Alpha Mid Travel Cover + Terminal Bag
- must be a legal resident of the United States or Canada (excluding Quebec) at age of majority and at least 18 years of age in your jurisdiction
- Read about the best craft beer in Glasgow, Scotland
- Read about a day trip to Bothwell Castle from Glasgow
- Read about the Clydeside Distillery
- Read about the Museum of Edinburgh
- Read about the People’s Story Museum
- Read about the Museum on the Mound
- Read about craft beer in Edinburgh
- Enter by June 27, 2024
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!

