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Here are this week’s travel contests!

You can win trips & prizes such as a $30,000 dream adventure; a trip to Scotland; an all-inclusive Sandals resort stay; a tour of Morocco; an Alaskan cruise; the Indy 500 in Indianapolis, Indiana; a $10,000 custom trip; an RV; Orlando, Florida; Madrid, Spain; a motorcycle; Barcelona, Spain; New York City; Trento, Italy; Disney World in Orlando; Sonoma, California; Iowa; Las Vegas; Hawaii; Coachella 2027 in California; Nashville, Tennessee; Sonoma, California; or New Orleans, Louisiana; New York City; Philadelphia, Pennsylvania; Whistler, Canada; and more. See all sweepstakes sites for specific terms and conditions.

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!

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Win a $30,000 dream adventure

  • One (1) grand prize (the “Grand Prize”) will be awarded, consisting of one (1) travel credit valued at up to $20,000 USD and one (1) flight credit valued at up to $10,000 USD, or the equivalent amount in the winner’s local currency, as set out below:
  • Such an amount can be applied towards a single or multiple G Adventures tour bookings for the Winner plus an additional 1-3 guests on any single booking. Flights are to be booked from the major international airport closest to the Winner’s residence, subject solely to G Adventures’ discretion
  • 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, Australia, and New Zealand
  • Enter by May 6, 2026

Win a trip to Scotland

  • round-trip coach-class air transportation for winner and 3 guest(s) to edinburgh airport
    three (3) nights hotel accommodations
    one (1) round of golf for winner and guest(s)
    one (1) $500 Callaway Golf e-gift card
    head-to-toe TravisMathew outfits
    Callaway Quantum Drivers
    premium OGIO luggage
  • Open to residents of the fifty (50) United States, DC, the United Kingdom, and Canada (excluding Quebec), 18+
  • Enter by May 17, 2026

Win a Sandals resort stay (new for Q2, previous entrants 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. “All-Inclusive” amenities are subject to change and are to be determined by Sponsor in its sole discretion. The Grand Prize will be issued in the form of a prize certificate redeemable by filling in requested information and mailing back to the address indicated. The Grand Prize Winner must call the given telephone extension on the prize letter to arrange trip details. Note: Airfare is not included
  • 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, 2026

Win a tour of Morocco (airfare not included)

  • Private 5-day Casablanca to Marrakech Via Fes and Desert
    Day 1
    Casablanca
    Day 2
    Casablanca – Rabat – Meknes – Fes
    Day 3
    Fes
    Day 4
    Fes to Merzouga Desert
    Day 5
    Merzouga to Marrakech
  • Open worldwide
  • Enter by April 30, 2026

Win an Alaskan cruise

  • One (1) verified winner will receive a HAL promotional cruise voucher (“Cruise Voucher”) redeemable for one (1) verandah stateroom for winner and a guest (double occupancy) on a seven (7) day Holland America Line Alaska cruise sailing by fall 2026
  • Open only to legal residents of the 50 united states and the District of Columbia, age 21 or older
  • Enter by April 30, 2026

Win a trip to the Indy 500 in Indianapolis, Indiana

  • Roundtrip airfare for winner and three (3) guests
  • Three (3) nights at the Hyatt Regency Indianapolis
  • Ground transportation between the airport, hotel, and Indianapolis Motor Speedway
  • VIP experience at the Indianapolis Motor Speedway, including:
  • Race admission
  • Access to exclusive hospitality areas
  • Behind-the-scenes FOX Sports TV Compound tour
  • Pre-race access to the starting grid for an up-close look at the cars
  • $500 gift card for incidentals
  • Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI) ages 21+
  • Enter by April 30, 2026

Win a $10,000 custom trip

  • We’ve based the value of this trip ($10,000) on trip expenses for a family of four, allowing for generous coverage. You will be able to adjust the details of your trip (number of attendees, length of trip etc), which may impact cost. If the cost exceeds $10,000, you’ll pay the difference. The Travel Specialist can help you plan your trip based on your needs.
  • The winner must be a U.S resident, 18 years or older.
  • Enter by September 30, 2026

Win an RV

  • There are four (4) Grand Prize RVs ($10,399 each), with one (1) Grand Prize will be awarded for each of the four (4) Entry Periods, as outlined in the chart below in Section 4. The Grand Prize is a 2026 Keystone Coleman 13B travel trailer (the “Grand Prize RV”), with an MSRP of $10,399.00. Total ARV of all prizes: $41,596.00
  • 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, 2026

Win a trip to Orlando, Florida

  • You and 3 guests could be on your way to experience Universal Orlando Resort’s four amazing theme parks, including the new Universal Epic Universe, now open! From the action of favorite movies to legendary tales of excitement to incredible worlds of adventure to a tropical island paradise. Plus, push the limits of discovery and recharge between the fun when you stay at the all-new Universal Terra Luna Resort.
  • You could win a 4-night trip for 4 people, including:
  • Round trip airfare to Orlando, Florida provided by JetBlue
  • Ground transportation between the airport and hotel
  • Accommodations at Universal Terra Luna Resort
  • Admission to Universal Studios Florida, Universal Islands of Adventure, Universal Epic Universe and Universal Volcano Bay* water theme park.
  • Open to legal U.S. residents, residing in Arizona, California, Connecticut, Delaware, District of Columbia, Florida, Georgia, Maine, Maryland, Massachusetts, Michigan, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Rhode Island, South Carolina, Texas, Vermont, Virginia, Utah, and Puerto Rico (“Eligibility Area”) who are 18 years of age or older
  • Enter by April 30, 2026

Win a trip to Madrid, Spain (no donation required)

  • There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
  • up to $3000 towards Roundtrip airfare and transportation
    Up to $1000 towards Hotel Accommodations
    2 Tickets to see Bad Bunny in Madrid, Spain on June 15, 2026
  • 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 May 11, 2026

Win a motorcycle (enter weekly)

  • Win a 2026 Yamaha YZ250F ClubMX Replica Racebike + Weekly Giveaways
  • Except residents of Florida, New York, and Rhode Island, Sweepstakes is open to legal residents of the United States and District of Columbia, age 18 or older
  • Enter by May 11, 2026

Win a trip to Barcelona, Spain (no donation required)

Win a trip to New York City

Win a trip to Trento, Italy

  • a trip for two (2) to Trento, Italy, including:
  • Round-trip airfare for the winner and one (1) guest to an airport within approximately five (5) hours driving distance of Trento, Italy
    Car service transportation to and from the winery
    Hotel accommodations for the winner and one (1) guest (one room, double occupancy)
    One (1) gift card for meals and other incidentals
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by April 30, 2026

Win a trip to Walt Disney World in Orlando, Florida

  • vacation package for winner and up to three (3) guests to Walt Disney World Resort
    round-trip economy class air transportation between the major commercial airport nearest winner’s residence and Orlando International Airport in Florida
    room accommodations consisting of one (1) standard room (maximum four (4) persons) for three (3) nights at a hotel at Walt Disney World® Resort selected by Disney
    round-trip ground transfers between Orlando International Airport and Walt Disney World Resort
    up to four (4) standard 4-day Walt Disney World Theme Park Tickets with Park Hopper Option, each ticket expiring May 31, 2027
    one (1) three hundred U.S. dollars ($300) Disney Gift Card
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by April 30, 2026

Win a trip to Sonoma, California

Win a trip to Iowa from Bud

  • two (2) tickets to attend the MLB Field of Dreams baseball game on August 13, 2026, in Dyersville, Iowa
    one (1) $2,000 prepaid card for travel expenses
    winner may opt for a cash alternative in the amount of $4,000 in lieu of the experience prize, payable via prepaid debit card
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by April 30, 2026

Win a trip to Las Vegas, Nevada

  • round-trip economy airfare credit for two (2) people (up to $2,400 total; $1,200 per person)
    four (4) night hotel stay at The Cosmopolitan of Las Vegas (standard suite)
    one hundred fifty dollars ($150) in MGM Resort credit
    VIP access for two (2) to DRINK LV programming (September 24–27, 2026)
    round-trip private airport transfers to/from Las Vegas airport and hotel
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by April 30, 2026

Win a trip to Hawaii

  • 4-nights hotel accommodations
    Round trip coach class airfare for 2
    Tour of Dole Pineapple Farm
    $1,000 Travel Stipend
    $500 Uber e-gift code
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 1, 2026

Win a trip to Coachella 2027 in California

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!

  • Grand Prize – Coachella 2027 (1): one (1) grand prize will be awarded. The grand prize consists of a trip for three (winner and two guests each age 21 or older) to attend the 2027 Coachella Valley Music & Arts Festival in California.
  • Grand prize award includes: round trip coach airfare for three (3) people to the Sponsor designated airport servicing the Los Angeles, CA area (i.e. LAX) or Palm Springs, CA area (i.e. PSP) in April 2027; hotel accommodations for three (3) people—one room, triple occupancy—for three (3) nights; three (3) VIP 3-day tickets to weekend #2 of the 2027 Coachella Valley Music & Arts Festival; a $500 travel stipend awarded in the form of a gift card from the Sponsor designated gift card provider, and one (1) $500 Uber.com gift card.
  • open to all legal residents of the fifty (50) United States and the District of Columbia who are 21 years of age and older
  • Enter by May 1, 2026

Win a trip to Nashville, Tennessee; Sonoma, California; or New Orleans, Louisiana

  • One (1) set of four (4) Atrezzo 4S passenger vehicle tires (estimated retail value: $730)
    Two (2) Sailun-branded luggage and luggage tags (estimated retail value: $435)
    USD $350 pre-paid credit card
    One (1) getaway for winner and one (1) guest, selected by the winner from the following options:
    Music & Urban Culture:
    Trip for two to Nashville, Tennessee, including:
    round-trip economy flights
    two (2) nights accommodations (standard double occupancy)
    three (3) meal vouchers
    two (2) local experiences chosen by winner
    Sonoma Wine Country:
    Trip for two to Sonoma, California, including:
    round-trip economy flights
    two (2) nights accommodations (standard double occupancy)
    three (3) meal vouchers
    two (2) local experiences chosen by winner
    Jazz in New Orleans:
    Trip for two to New Orleans, Louisiana, including:
    round-trip economy flights
    two (2) nights accommodations (standard double occupancy)
    three (3) meal vouchers
    two (2) local experiences chosen by winner
  • Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
  • Enter by May 1, 2026

Win a trip to New York City

Win a trip to Philadelphia, Pennsylvania (Enter daily)

  • two (2) round-trip coach airline tickets for winner and one (1) verified guest from an airport closest to the winner’s residence to Philadelphia, PA
    two (2) nights, and three (3) days hotel accommodations based on one (1) double occupancy (standard room)
    VIP tickets for Brauhaus Schmitz Oktobeerfest in Philadelphia, PA
    one (1) $300.00 gift card to Brauhaus Schmitz Restaurant
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 3, 2026

Win a trip to Whistler, Canada

  • Grand Prize Includes:
    Transportation & Accommodation
    Round-trip flights from a major city airport to Vancouver, British Columbia, Canada
    Round-trip shuttle transfers between Vancouver International Airport and Whistler courtesy of Whistler Shuttle
    Six luxurious nights in a one-bedroom Mountain View suite at the Sundial Hotel
    Winter Activities
    Experience 8,171 acres of terrain with 3-day Whistler Blackcomb lift tickets
    Gear up in style with premium ski or snowboard rentals courtesy of Black Tie Ski Rentals
    Snowshoe through the alpine and unwind in a rustic sauna with Canadian Wilderness Adventures
    Step into a magical forest with the immersive Vallea Lumina experience by The Adventure Group, courtesy of Gibbons Whistler
    Take the plunge with a thrilling bungee jump courtesy of Whistler Bungee
    Dining
    Sip and savour with a custom cocktail experience and dinner at The Raven Room
    Cheers to good times with a Happy Hour experience at Earls Kitchen + Bar
    Feast on local flavours with dinner and drinks at Hunter Gather Eatery & Taphouse
    Indulge in fine dining with a culinary experience at Alta Bistro
  • open to legal residents of Canada and the United States of America, Australia and the United Kingdom who are over the age of majority in their province, state or country of residence or older at the time of entry with the exception of residents of New York, Florida and Puerto Rico
  • Enter by May 5, 2026

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?

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