Cruise Sweepstakes & Vacation Giveaways
Win Free Cruises and Luxury Ocean Voyages
Found 30 total
Enter to win the Royal Caribbean Legend of the Seas Caribbean Cruise Giveaway.
One winner receives a certificate for a 7-night Caribbean cruise on Legend of the Seas for the winner and one guest in a double occupancy interior stateroom (ARV $2968; $1484 winner only). The certificate is valid for one year from issuance; other restrictions, redemption requirements and blackout dates may apply.
Open to legal residents of the 50 United States and DC (excluding Puerto Rico) and Canada (excluding Quebec) who are 21 or older or the age of majority. No purchase necessary. Ends December 6 2026 at 11:59 PM EST. The winner is selected on or about December 14 2026 and notified by DM from @royalcaribbean.
To enter, follow @royalcaribbean and comment on the Instagram post tagging who you would bring, using #RoyalCaribbeanGiveaway in your comment. Limit one entry per person; your Instagram profile must remain public during the sweepstakes.
Win $2,968 in value – Royal Caribbean Legend of the Seas Caribbean Cruise Giveaway - Enter Now
Enter to win the St Louis Post-Dispatch The 636 Giveaway.
One winner receives an $800 St. Charles County prize pack: gift cards to Picasso's Coffee House, Magpie's Cafe, Sauci Pasta, Good News Brewing, Balducci Winery, Prasino, Di Olivas Oil & Vinegar and Birch Botanical Spa, plus an Augusta Sunset Dinner Cruise.
Open to US residents 21+, excluding Florida and Rhode Island; the prizes are local to St. Charles County, Missouri. Ends December 6, 2026 at 11:59 PM CST.
To enter, fill out the entry form with your email on the STLtoday 636 Giveaway page. You may enter once per day.
Win $800 in value – St Louis Post-Dispatch The 636 Giveaway - Enter Now
Enter to win the Cruises.com Celebrity Xcel Puerto Plata and St Maarten Cruise for Two Sweepstakes.
One winner receives a 7-night Puerto Plata and St Maarten cruise for two aboard Celebrity Xcel. No prize value is published; estimated $2188 from two interior fares at $1094 per person on a comparable Cruises.com 7-night St Maarten and Puerto Plata Celebrity sailing.
Open to US residents of the 50 states and DC age 21 or older. No purchase necessary.
To enter, create a free Cruises.com Rewards account on the registration page and check the box to enter for the chance to win the cruise (existing members can opt in to the sweepstakes from their Rewards account). Enter by December 31 2026; see the Cruises.com Official Rules for winner selection details.
Enter to win the West Coast Kids 12 Days of Giveaways Day 5 Veer Cruiser City Wagon Giveaway - 5 Winners.
Day 5 of the West Coast Kids 12 Days of Giveaways: five winners each receive a Veer Cruiser City wagon (regular price CA$999.99 each at westcoastkids.ca; about $3625 USD total, estimated).
Open to legal residents of Canada age 18+, excluding Quebec (West Coast Kids online giveaway terms). Closes November 15, 2026 at 11:59 PM EST; winners drawn about 1 day later and contacted the week of November 16.
To enter, follow @west_coast_kids and @veergear on Instagram, like the post and tag friends, and fill out the form at the link in their bio once (it qualifies you for all 12 days). Share the post to your story and save it for two bonus entries. Winners are drawn at random about one day after the close.
Visit St.Augustine Gift Certificate Giveaway offers the following prizes. The giveaway closes Friday, November 10th at 9:30 AM EST.
- 2 tickets for the Nights of Lights Cruise, valued at $86.
- A $100 value basket featuring gift certificates, hot sauce, and Harry's merchandise.
To enter, like the post, follow Visit St.Augustine, Florida Water Tours - St Augustine and Harry’s Seafood Bar & Grille St. Augustine, and tag friends in the comments; each tag is another entry. Repost to your Story and tag the host for an extra entry. Entering on both Instagram and Facebook offers more chances.
Win $186 in value – Visit St.Augustine Gift Certificate Giveaway - Enter Now
Enter to win the Silversea Black Friday Mediterranean Cruise for 2 - $18720 Value.
Win an 11-day Silversea Mediterranean cruise for two in March 2027 (ARV $18720). Open to legal residents of the 50 US & DC, 21+. Ends 12-07-2026 11:59 PM EST.
To enter, submit the free entry form at silverseablackfridaygetaway.com (register once; bonus entries available for optional social follows per the page). Winner drawn after the end date.
Win $18,720 in value – Silversea Black Friday Mediterranean Cruise for 2 - $18720 Value - Enter Now
Royal Caribbean Quack Quest Cruise Giveaway – One (1) Grand Prize package awarded to one winner.
- One (1) Grand Prize package includes a double-occupancy stateroom for the winner and one (1) travel guest on a 7-night Caribbean cruise aboard the Legend of the Seas and a $500.00 USD Royal Caribbean Gift Card.
Ending Date: Sunday, November 15, 2026, at 11:59:00 PM EST.
To enter, follow @royalcaribbean on Instagram and comment your Quack Quest score, tag who you're bringing if you win, and use #RoyalCaribbeanGiveaway.
Win $3,000 in value – Royal Caribbean Quack Quest Cruise Giveaway - Enter Now
Enter to win the MSC Cruises World Asia 7-Night Cruise for Two Competition.
One winner and a guest get a 7-night MSC World Asia cruise in a balcony cabin with all-inclusive food and drinks plus round-trip economy flights from the winner's country. No ARV is stated; estimated at about $5000.
Open to those 21 or older where entry is lawful in their country of residence (international promotion run by MSC Cruise Management UK). Ends November 18, 2026 at 11:59 PM CET (5:59 PM EST).
To enter, follow @msccruisesofficial on Instagram and comment on the World Asia promotional post (or comment on the post on the MSC.Cruises.International Facebook page), then complete the entry form on the giveaway page with your name, email, country and social handle; a comment alone is not a valid entry and there is no maximum number of entries. One winner is drawn at random by PromoVeritas within 5 working days after the close and contacted by email; the trip must be taken by December 31, 2027.
Win $5,000 in value – MSC Cruises World Asia 7-Night Cruise for Two Competition - Enter Now
Enter to win the Seranova Beauty BFCM Cruise Sweepstakes - 2 Winners.
Two winners each get a $2000 Holland America electronic gift card (total ARV $4000).
Open to US and DC residents 18+ (or age of majority if higher). Ends December 31, 2026 at 11:59 PM EST. Winners drawn on or about January 7, 2027.
To enter, complete the free online entry form at tally.so/r/J11GYd or place an order through the seranova.com checkout (1 entry per person per day either way).
Win $4,000 in value – Seranova Beauty BFCM Cruise Sweepstakes - 2 Winners - Enter Now
Enter to win the New York Jets Your Ticket to Sail with Carnival Sweepstakes.
One Grand Prize winner gets a $2000 Carnival Cruise Line gift card and a $1000 American Express gift card (ARV $3000).
Open to legal permanent residents of the 50 US and DC who are 21 and older. Ends November 19, 2026 at 11:59 PM EST. Winner drawn on or about November 20, 2026.
To enter, visit nyjets.com/carnival during the promotion period and submit the official entry form (limit 1 entry per person, email and household).
Win $3,000 in value – New York Jets Your Ticket to Sail with Carnival Sweepstakes - Enter Now
