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Here are this week’s travel contests. There are tons of great sweepstakes to win this week!

You can win trips to a Sandals resort; Hawaii; a dream adventure; Vietnam; New York City; North Carolina; Hawaii; Los Angeles, California; a Beyoncé concert; Curacao; Scotland; New York City; Los Angeles, California; the Greek Islands; Breckenridge, Colorado; an RV; Marriott prizes; Sonoma, California; Massachusetts; Punta Cana, Dominican Republic; the Azores; Aruba; Oregon; New York City; San Diego, California; 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!

Do you find my weekly travel contest emails useful & have upcoming travel that you need to book? Use my travel resources page to make your bookings! There’s no cost to you, and you’ll be supporting my site. Thanks!

Win a Sandals resort stay – NEW & Updated for Q2, so you can enter again!

  • There will be one (1) Grand Prize awarded following the conclusion of the Promotion Period. The Grand Prize Winner (“Winner”), upon confirmation of eligibility, will receive a 4-day/3-night “All-Inclusive” vacation package for two (2) adults (for travel a year from the printed prize certificate) to a Sandals Resort or Beaches Resort of Winner’s choice (excluding Sandals Royal Plantation, Sandals Barbados, Sandals LaSource and Sandals Emerald Bay) (“Prize” or “Grand Prize”). The Prize includes one room (double occupancy) Deluxe Suite and “All-Inclusive” amenities offered at the selected or designated resort, including local airport transfers, unlimited food and beverages (including premium brand drinks), an array of land and water sport activities (scuba diving for certified divers), daily and nightly entertainment, Wi-Fi in all rooms and public areas, resort gratuities and resort taxes.
  • open and offered only to legal residents of the USA and Canada, who are at least eighteen (18) years of age
  • Enter by June 30, 2025

Win a trip to Hawaii

  • There will be one (1) Grand Prize available. The Grand Prize Winner (“Winner”), upon the Administrator’s confirmation of eligibility, will receive a 4-day/3-night trip for two (2) people in Kauai, Hawai’i (the “Location”) (“Grand Prize” or “Prize”). The Grand Prize package includes:
  • -Two (2) roundtrip standard economy airfare tickets from a major commercial airport in the USA, near the Winner’s primary residence and the Location, as determined by Sponsor.
  • -Standard hotel accommodations at 1 Hotel Hanalei Bay for three (3) nights (double occupancy rooms; room and tax only).
  • -Daily breakfast at the hotel.
  • -Four (4) pairs of OluKai footwear (2 per traveler)
  • open to legal residents of the USA who are at least eighteen (18) years of age
  • Enter by June 15, 2025

Win a dream trip

  • Win a $30,000 dream adventure + 8 weekly draws for a trip for two
    Travel has the power to open our hearts, forge lifelong connections, and spread goodness around the world. That’s why we’re celebrating it with our Love the World Giveaway — your chance to win the adventure of a lifetime.
  • The grand prize? A $20,000 G Adventures travel voucher + $10,000 in flights! Plus, we’re giving away eight bucket-list trips for two (up to $4,999), with a new winner every week.
  • open to members of the public who are 18 years or older and are residents in one of the following regions: Canada (excluding: Quebec), USA, UK, Ireland, Germany, Switzerland, Austria, Norway, Denmark, Sweden, the Netherlands, France, Spain, Finland, and Luxembourg
  • Enter by May 31, 2025

Win a tour of Vietnam (airfare not included)

  • Explore bustling Ho Chi Minh City at your leisure
    Cruise the Mekong Delta and visit local orchards
    Cycle through Hoi An’s countryside and riverside
    Travel Hai Van Pass by car, view stunning landscapes
    Experience Halong Bay on an unforgettable cruise
  • Open worldwide
  • Enter by May 31, 2025

Win a trip to New York City (no donation required)

Win a trip to North Carolina

  • $10,000 in cash
    VIP Wyndham Championship tickets + hospitality suite access for you and a guest
    Paid round-trip airfare, ground transportation, five nights of hotel accommodations, and a daily meal stipend for you and a guest
    $500 Pro Shop gift card + bonus swag
    Wyndham Rewards® DIAMOND level membership
  • Must be
  • 18 years or older
  • Legal resident of the 50 United States, the District of Columbia, Puerto Rico, or Guam
  • Proof of legal residency
  • Avid golf fan
  • Available to travel to Greenboro, NC between Jul. 30–Aug. 4, 2025
  • Enter by June 3, 2025

Win a trip to Hawaii

  • Roundtrip United Airlines economy airfare to Honolulu, Hawaii, for the winner and a guest.
  • Six (6) night stay in an Ocean View Room (double occupancy) at OUTRIGGER Reef Waikiki Beach Resort
  • Access to the Voyager 47, a premier club lounge offering locally-inspired breakfast and premium Kona coffee, plus, early evening pupu (appetizers) with a selection of drinks including local craft beer, wine and a Signature Cocktail.
  • only open to permanent legal residents of the fifty (50) states of the United States (“U.S.”) and the District of Columbia (“D.C.”) (excluding Guam, Puerto Rico, and all other U.S. territories and possessions) who are currently physically located and residing therein. Entrants must be eighteen (18) years of age or the age of majority in their state of residence
  • Enter by June 5, 2025

Win a trip to Los Angeles, California (no donation required)

  • What You Can Win
  • Access for 2 to the Charitybuzz Suite at Bootsy Bellows SoFi Stadium to experience Shakira at her Las Mujeres Ya No Lloran World Tour on Friday, June 20, 2025
  • Access for 2 to the VIP viewing platform
  • Check-in at a private concierge desk
  • VIP parking access
  • All in-suite food and beverages included
  • Entry to the private h.wood Group Speakeasy
  • Access to in-suite private restroom
  • Attentive wait service available throughout the experience
  • Round-trip airfare and hotel accommodations for you and a guest
  • Open worldwide
  • Enter by June 8, 2025

Win a trip to Los Angeles, California (no donation required)

  • What You Can Win
    Access for 2 to the Charitybuzz Suite at Bootsy Bellows SoFi Stadium to experience The Weeknd at his After Hours Til Dawn Tour on Sunday, June 29, 2025
    Access for 2 to the VIP viewing platform
    Check-in at a private concierge desk
    VIP parking access
    All in-suite food and beverages included
    Entry to the private h.wood Group Speakeasy
    Access to in-suite private restroom
    Attentive wait service available throughout the experience
    Round-trip airfare and hotel accommodations for you and a guest
  • Open worldwide
  • Enter by June 8, 2025

Win a trip to see Beyoncé live in concert

  • Prize Details
  • TICKETS + FLIGHTS & HOTEL PACKAGE (5 PACKAGES AVAILABLE)
  • Enter for the chance for you and five (5) friends to win an unforgettable trip to the COWBOY CARTER TOUR in one (1) of five (5) major cities. This trip will be truly memorable. The sweepstakes entry period close dates vary, see chart below.
  • Prize Includes:
  • · Air travel
  • · Hotel accommodations (4-day / 3-nights)
  • · Concert tickets
  • · Pre-concert glam
  • Concert Dates & Sweepstakes Close Dates:
  • New York | May 25 (Sweepstakes entry closes April 21, 2025)
  • London | June 7 (Sweepstakes entry closes May 5, 2025)
  • Paris | June 22 (Sweepstakes entry closes May 18, 2025)
  • Houston | June 29 (Sweepstakes entry closes May 26, 2025)
  • Atlanta | July 14 (Sweepstakes entry closes June 9, 2025)
  • open only to legal residents of the 50 United States, Washington, D.C., Canada, Austria, France, Germany, Ireland, Spain, Switzerland, United Kingdom, South Africa, Argentina (excluding Mendoza, Neuquén, Salta, Rio Negro, and Tierra del Fuego), Brazil, Chile, Costa Rica, Mexico & Peru (“Eligibility Area”) who are Marriott Bonvoy Members and are at least 18 years old & age of majority
  • Enter by June 9, 2025

Win a stay in Curacao

  • Win a 3-night complimentary stay for two adults at Renaissance Wind Creek Curacao Resort.
  • Enter by June 15, 2025

Win a trip to Scotland

  • The prize includes a trip to St. Andrews for winner and three (3) travel companions .
  • Prize package includes round trip, coach-class air transportation for winner & their guests from a major airport near winner’s home (determined by Sponsor in its sole discretion) to Edinburgh Airport (EDI) valued at two thousand seven hundred ($2,700.00) USD (based on sample New York, JFK departure) (if the winner is UK based, flight will be from a major UK airport and will be valued at seven-hundred fifty [£750] GBP [subject to change]), three (3) nights’ hotel accommodations valued at one-thousand five-hundred ($1,500) USD, and one round of golf each day for winner & their guests, tee times valued at eight hundred ($800) USD for October 7th and 8th.
  • must be a legal resident of the United States, the United Kingdom or Canada (excluding Quebec) at age of majority and at least 18 years of age
  • 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 29, 2025

Win a trip to New York City (no donation required)

  • What You Can Win
    Two tickets to see BLACKPINK at their SOLD-OUT show at Citi Field in New York on July 26, 2025
    Round-trip airfare and hotel accommodations for you and a guest
  • Open worldwide
  • Enter by June 29, 2025

Win a trip to Los Angeles, California (no donation required)

  • What You Can Win
    Two VIP tickets to see Shinedown at the Kia Forum on August 3, 2025
    Meet-and-greet with the band
    Signed merch pack
    Round-trip flights to Los Angeles for you and guest
    Hotel accommodations for two nights
  • Open worldwide
  • Enter by July 13, 2025

Win a trip to the Greek Islands (no donation required)

  • 7 Night Idyllic Aegean Cruise around Eastern Mediterranean for Two including Santorini and Mykonos
  • Roundtrip flights for two to/from Athens, Greece booked through OneAir.ai, up to $3,000
    Journey Dream Suite
    Port charges/gratuities
    Complimentary dining
    Premium drinks package
    Complimentary $160 shore excursion discount
    1hr wi-fi
    25% speciality dining discount
    1 Pre Cruise Night & 1 Post Cruise Night in Athens Capital Center Hotel MGallery Collection.
  • open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
  • Enter by September 30, 2025

Win a trip to Breckenridge, Colorado

  • 12 Monthly Winners will receive:
  • Four nights at the Grand Colorado on Peak 8 in a one-bedroom residence.
    $1,000 cash to spend on travel, souvenirs and more!
    $150 resort credit that can be used on food, drinks and spa treatments.
  • Must be 21 years of age or older at time of entry to be eligible for this contest and a legal resident of the fifty United States and Washington, D.C. 
  • Enter by November 30, 2025

Win an RV

  • There are four (4) Grand Prize RV Winners (up to a $20,000 credit towards each). The $20,000 prize is a credit towards an RV purchase at Camping World/affiliated locations. The Prize Winner may use up to $20,000 on the purchase of an RV of their choice at their nearest Camping World. The Prize Winner will be responsible for the financing of the remaining balance of the RV if the cost of the RV exceeds $20,000. Any remaining balance of the credit will be forfeited and cannot be redeemed for cash
  • open to all legal residents of the 48 contiguous United States and the District of Columbia (excluding Alaska, Hawaii, and Puerto Rico), who are eighteen (18) years of age or older
  • Enter by December 31, 2025

Win Marriott prizes

  • Spin the Marriott Bonvoy® Roulette wheel to discover your next adventure. You could instantly win one of many exciting prizes, including a complimentary stay at one of our U.S. properties participating in Marriott Bonvoy or Marriott Bonvoy points. By spinning, you’ll automatically be entered for a chance to win 1,000,000 Marriott Bonvoy points and a 5-day/4-night trip for two at the new Canal House of Georgetown, a Tribute Portfolio Hotel in Washington, DC — home to Marriott Bonvoy’s one millionth hotel room in the United States!
  • Open to legal residents of the 50 U.S. and D.C., who are Marriott Bonvoy members, at least 18 years old 
  • Enter by May 26, 2025

Win a trip to Sonoma, California

Win a stay & prizes from North of Boston

Do you have upcoming travel that you need to book? Use my travel resources page to make your bookings! There's no cost to you, and you'll be supporting my site. Thanks!

  • WIN A PRIZE PACKAGE IN THE NORTH OF BOSTON REGION!
    Home to 34 cities and towns including Salem, Gloucester, Newburyport and Rockport (named one of the Best Beach Towns on the East Coast by Condé Naste!)
  • One very lucky winner will receive the ultimate travel package for two including:
  • HOTEL STAY:
    Hawthorne Hotel in Salem* (2-night stay with daily breakfast)
    DINING:
    Finz Seafood & Grill in Salem* (gift card)
    The Landing Restaurant in Marblehead (gift card)
    ACTIVITIES:
    Mahi Cruises* in Salem (Sunset Cruise, 2 passes)
    Salem Historical Tours* (2 passes)
    Salem Trolley* (2 passes)
    Salem Witch Museum* (2 passes)
  • Enter by May 28, 2025

Win a trip to Punta Cana, Dominican Republic

  • All-inclusive 4-night stay for two at Paradisus Palma Real Golf & Spa Resort in Punta Cana, Dominican Republic (ARV $2,000)
    $1,000 USD Flight Credit from Dollar Flight Club (USD)
    $300 USD in your Honeyfund Wallet (must be from US & create Honeyfund account
  • Open worldwide
  • Enter by May 31, 2025

Win a trip to the Azores

  • The Winner(s) of the Campaign (the “Winner”) will receive a round-trip flight for two (2) from Boston or Toronto to Terceira Island, Azores, a 6-night stay at the 4-star Azores Book Hotel, with daily breakfast included. Travel must take place between October 15 and December 15, 2025.
  • only open to legal residents of the United States and Canada, 18+
  • Enter by May 31, 2025

Win a stay in Aruba

  • Win a 4-night stay for two in a one-bedroom oceanview suite at the Radisson Blu Aruba with daily breakfast and roundtrip airport transfers.
  • Other prizes include
  • $300 Book bundle compliments of Reese’s Book Club.
  • $150 Visa gift card compliments of Gloria.
  • $100 in product compliments of TOMS.
  • Remodelista Membership Package and Visa Gift Card valued at $500.
  • Nestled between Aruba’s stunning Palm Beach and its vibrant nightlife, Radisson Blu Aruba offers a tranquil escape with luxury accommodations. Relax by the breathtaking infinity pool, indulge in world-class dining, and unwind in elegant one, two, or three-bedroom suites. Experience the perfect blend of serenity and island adventure.
  • 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, 2025

Win a trip to Oregon

  • Lodging: Enjoy a relaxing stay for two in one of Oregon’s beautiful wine regions.
    Tastings & Experiences: Indulge unique Oregon winery experiences at some of Oregon’s most stunning wineries.
    Meals: Savor delicious meals and fantastic dining options to enhance your stay
    Travel: Reimbursable travel expenses that may be used towards airfare, rental cars, and other travel transportation needs up to $1,000. (Restrictions apply.)
  • open to the legal residents of the United States, 21+
  • Enter by May 31, 2025

Win a trip to New York City

  • A trip for the Winner and one (1) guest to New York City, New York for the 2025 US
    Open. Trip includes hotel accommodations (one room, double occupancy for three (3)
    nights), roundtrip economy air transportation from a major U.S. airport nearest to the
    Winner’s home, two (2) reserved seat tickets in the loge level of Arthur Ashe Stadium for
    the day session for the 2025 US Open on Tuesday, September 2, 2025, and two (2) reserved seat tickets in the FAGE luxury suite to one (1) night session at Arthur Ashe Stadium for the 2025 US Open on Wednesday, September 3, 2025. Approximate retail
    value of the Grand Prize is Eight Thousand Seven Hundred Fourteen U.S. Dollars
    ($8,714.00 USD).
  • MUST BE AGE OF MAJORITY IN JURISDICTION OF RESIDENCE (18 YEARS OF AGE IN MOST STATES, 19 IN ALABAMA AND NEBRASKA, 21 IN MISSISSIPPI). 50 US States + DC Only
  • Read about the trip I won to the U.S. Open in NYC just like this one!
  • Enter by May 31, 2025

Win a resort stay near San Diego, California

  • Enter your email for a chance to win the ultimate family escape to Park Hyatt Aviara, a coastal-chic AAA Five Diamond resort set along the coastline of North San Diego, home to Miraval Life in Balance Spa Aviara.
  • Your prize includes:
  • Three Nights in a Premium Suite
    Daily Breakfast for Four at Ponto Lago
    Unlimited Miraval Life In Balance Wellness/Fitness Classes
  • 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 May 31, 2025

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!

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Hi, I'm Jonathan, the traveler, writer, photographer, enthusiast, & terrible dancer of Everybody Hates A Tourist with decades of travel expertise. I've visited over 50 countries & territories so far. Join me as I share my personal experiences finding the best food, craft beer, cocktails & spirits, wine, culture, & history around the world!

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