This article has partner links that I may receive compensation from at no cost to you. Thank you for supporting my site by using them!

new york skyline from williamsburg bridge 700x700

Here are this week’s travel contests. You can win trips to Maine; Alaska; New York City; Florida, Hawaii, or New England; Breckenridge, Colorado, and more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any sweepstakes, and please share this post with friends who might take you along if they win!

Win a trip to Maine

  • One (1) Grand Prize Winner will receive:
  • A stay at AMC Lodge for Winner and guest, 3 days, 2 nights. ERV: $460
    A $500 Visa gift card to cover travel and incidentals
  • Ten (10) Runner-Up Winners will receive:
  • 1 Yeti Cooler, ERV $250
    1 Allagash Branded Beach Towel, ERV $39
    1 Allagash Branded Beach Chair, ERV $50
  • open only to legal residents of the fifty (50) United States and Washington D.C. who are age 21 or older
  • Enter by August 18, 2021

Win a trip to Alaska

  • YOU AND A FRIEND WILL:
  • Be flown out for a 6-day fully guided adventure in Alaska
  • Enjoy hikes, bear viewings, kayak and fishing trips, and even glacier trekking (if you’re up for it!)
  • Stay at Hotel Captain Cook in Anchorage, Winterlake Lodge in the Alaskan wilderness and Tutka Bay Lodge on the Kenai Peninsula
  • Open worldwide
  • Enter by August 19th, 2021

Win a trip to New York City

  • What You Can Win
    A VIP trip to New York to see Dave Matthews Band at Madison Square Garden on November 12 and November 13, 2021. Prize includes:
    Two (2) premium concert tickets for the 11/12 show
    Two (2) premium concert tickets for the 11/13 show
    Meet-and-greet & photo-op with Dave
    Autographed tour poster
    Roundtrip airfare for you and a guest
    Hotel accommodations for two (2) nights for you and a guest
  • Open worldwide
  • Enter by August 22, 2021

Win a trip to Florida, Hawaii, or New England

  • A trip for two (2) to your choice of one (1) of the following destinations:
  • Bungalows at Key Largo (Value of $11,150.00)
    (4 nights Waterfront King Bungalow accommodations at Bungalows Key Largo All-inclusive resort $8,300.00)
  • (Midsize Car Rental $500.00)
  • (Half day catamaran sailing $350.00)
  • (Roundtrip airfare to Miami International Airport $2,000.00)
  • OR
  • Escorted Tour of Hawaii (Value of $12,000)
    (9 Nights, 10 days, 9 days escorted tour of Hawaii, $8,500.00)
  • (Roundtrip airfare to Honolulu/from Maui airports $3,500.00)
  • OR
  • Boston, Cape Cod and Martha’s Vineyard (Value of $10,900.00)
    (8 days, 7 nights $8,900.00)
  • (Roundtrip airfare to Boston $2,000.00)
  • AND
  • $500.00 in JTV Gift Cards
    AND
  • $1,000.00 Cash
  • open only to individuals who are legal residents and physically located in the fifty (50) states in the United States or the District of Columbia and who are at least 21 years of age
  • Enter by August 31, 2021

Win a trip to Breckenridge, Colorado

  • One (1) prize will be awarded at the end of the contest. Winner will receive 7 nights of lodging in a
    one-bedroom Breckenridge residence at the Grand Colorado on Peak 8, $5,000 cash and a custom
    Best of Breckenridge/Grand Colorado on Peak 8-themed gift bag
  • Must be 21 years of age or older – U.S. & Canada residents
  • Enter by August 31, 2021

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!

Note: I realize that right now is not a good time to be traveling. However, as long as there are still contests available, I will continue to share them.  Hopefully, once this all passes, we’ll be able to enjoy traveling again, but for now we can dream. In the meantime, please practice social distancing & keep safe. Thanks!

What do you think? Add a comment!