The #TravelFly Cyber Monday Guide

This past Thanksgiving holiday meant stuffing your belly with turkey and all the fixings, welcoming, and perhaps also unwelcoming family members that you haven’t seen in quite some time (cue #ThanksgivingClapBack), cheering on your favorite football team and of course the most glorious thing of all: holiday shopping. But who needs the long lines of Black Friday, when you can cozy up behind your computer for some of the best deals of the year on Cyber Monday? Known for being the best day to stock up on electronics and tech gadgets, Cyber Monday is also one of the best times of the year to book travel at discounted rates.

With steals and deals scattered across the internet, we’ve compiled a full guide of the best deals for those looking to begin planning their 2016 travel. With these deals, planning a getaway might actually be the most relaxing shopping experience you’ll have amidst the overwhelming and hectic holiday season.

Get your MacBooks ready, get a hot playlist going and use these codes/instructions for the hottest 25 holiday travel deals! Some links don’t go live until Monday, so keep that refresh click ready.


Visit the ‘Twin Cities’ and do some holiday shopping at the largest mall in America.
The deal: W Minneapolis – The Foshay & Le Méridien Chambers Minneapolis  50% off rates starting at $89/night. Valid for travel through September 6, 2017. Visit www.wminneapolis.com / www.lemeridienchambers.com 

Explore the concrete jungle and recreate Jay Z and Alicia Keys “Empire State of Mind” lyrics.
The deals: Conrad New York – Take up to 30% off a stay at Conrad New York if you book between November 30 – December 2, 2015. The deal is valid for travel in mid December 2015 – April 2016; two-night minimum and blackout dates apply. For more information or to book, please visit www.conradnewyork.com/.

The Martha Washington Hotel – Book a stay starting on Cyber Monday for a 7-day sale offering up to 50% off during the period November 30, 2015 – December 4, 2015. Travel must be completed between December 6, 2015 – October 14, 2016 with NO blackout dates and a minimum 2 night stay requirement. Full deposit due at time of booking. 100% refundable up to 30 days prior to arrival. Promo code: THANKS. For more information or to book, please visit: http://sbe.com/hotels/locations/martha-washington-hotel/

Take a visit to the Windy (and also snowy) city this winter.
The deal: JW Marriott Chicago offers 25% off advance purchased rooms with rates starting as low as $127. Guests booking their stays during the shopper’s holiday weekend can receive a voucher of $25 for use at the newly opened Spa at JW Chicago upon check-in. This special applies to direct bookings made on Marriott.com, for stays from Dec. 11, 2015-Jan. 17, 2016. The booking code for Marriott Rewards Members is 39B (rewards members receive an additional 5% off), and the booking code for non-rewards members is 444. For more information, please visit jwmarriottchicago.com.

Take your talents down to South Beach like Lebron did that one time.
The deal(s): Fontainebleau Miami Beach is offering 25% off reservations when stays of two nights or more are booked between Wednesday, November 25 and Tuesday, December 1, 2015 for travel through November 24, 2016; terms and conditions apply. Fontainebleau is also offering a Bleau Bonus this Cyber Monday. When purchasing a Fontainebleau gift card on Cyber Monday, receive an additional $40 on cards valued at $200 or an additional $100 on cards valued at $500. Visit fontainebleau.com.

SLS South Beach – Book a stay starting on Cyber Monday for a 7-day sale offering up to 50% off. You have until December 4, 2015 to book this deal and travel must be completed between December 6, 2015 – October 14, 2016 with NO blackout dates! (Wowzers!) A minimum 2 night stay requirement. Use promo code: THANKS. For more information or to book, please visit: http://slshotels.com/southbeach/specials/.

The Raleigh Hotel South Beach – Book a stay starting on Cyber Monday for a 7-day sale offering up to 50% off during the period November 30, 2015 – December 4, 2015. All travel must be completed between December 6, 2015 – October 14, 2016, with a minimum 2 night stay requirement. Promo code: THANKS. For more information or to book, please visit: http://raleighhotel.com/raleigh_specials/

Drake isn’t the only one who can have views from the 6. See for yourself.
The deal(s): The Radisson Admiral Hotel – Toronto Harbourfront is offering a rate of only $197 CDN (valued at $257). Rate includes an overnight stay in a room overlooking the pool or marina, welcome amenity, and full breakfast for two. This package also includes dinner at the hotel’s Watermark Restaurant.

Chelsea Hotel in Toronto will launch a four-day cyber sale with savings of up to 25% off the best available rate of the day for bookings made from 9 a.m. On Friday, November 27 through Monday, November 30. For full details, visit www.chelseatoronto.com.

Two Starwood properties in Toronto, the Sheraton Centre Toronto and Westin Harbour Castle, will offer savings of up to 25% on normal rates. Members of the Starwood Preferred Guest Program will receive an additional 5% off. For full details, visit www.spg.com/cybermonday from Monday, November 23 to Sunday, December 6.

Hit up the left coast for some fun in the sun.
The deal/s: Chamberlain, West Hollywood, CA – Enjoy 30% off of your hotel stay if you book between November 27 – November 29, 2015. Travel must be completed between November 27, 2015 – December 30, 2016 though some blackout dates apply. For more information or to book, please visit https://gc.synxis.com/rez.aspx?Hotel=2317&Chain=5173&promo=Cyber.

Mondrian, West Hollywood, CA – What’s better than 30% off room accommodations at this luxury hotel? Book between November 30-December 4, 2015 to cash out on this deal. All travel must be completed between November 30, 2015-March 31, 2016 though some blackout dates apply. To book visit: www.mondrianhotel.com.

It’s the Obama’s last term (sadly). Spend some time with the POTUS and the first family in DC.
The deal: The Jefferson, Washington, DC – Book any room type at The Jefferson and receive 20% off the best available rate. Booking must be done on Monday, November 30, 2015 (24 Hours) and the travel dates are November 30, 2015 – February 29, 2016. For more information or to book, please visit http://www.jeffersondc.com/special-offers/.

Virginia is for lovers and if you are too, this deal is for you.
The deal: Quirk Hotel, A Destination Hotel, Richmond, VA – Buy one night, get one for $20.15 (closing out 2015 the right way). Booking must be done between November 30 – December 31, 2015, and dates of travel must be completed by March 31, 2016. For more information or to book, please visit: https://www.destinationhotels.com/quirk-hotel/offers.

They say it’s bigger in Texas. So why not experience the “Big D” for yourself?
The deal:
Hilton Anatole in Dallas, TX is offering a 30% discount this Cyber Monday. Available for 72 hours starting Monday, November 30th, this serious savings will amount to room nights starting at just $84. Travelers can book their stay in a stylish Asian-inspired guest room between December 20, 2015 – February 29, 2016. Black out dates do apply. To book, visit HiltonAnatoleHotel.com starting Cyber Monday. 

Sound mind, sound body = sound thinking. Experience unforgettable wellness with Canyon Ranch.
The deal/s: With the purchase of an online gift card, guests will receive up to 20% back in the form of a voucher. Vouchers can be used toward the purchase of a Canyon Ranch package, as an additional service allowance to an existing Canyon Ranch package, toward the purchase of a SpaDay or retail purchases. Valid only on online gift card purchases on November 30, 2015. For gift card, standard terms apply. Vouchers are valid January 3 – December 23, 2016.

Who said the spa should be just a day? Make it a week in Scottsdale, Arizona. The deal: JW Marriott Camelback Inn Resort & Spa is offering a weekend-long exclusive $99 Cyber Monday deal.  From November 27 – 30, 2015, guests can book rooms for just $99 for stays from December 11, 2015 – January 18, 2016.  Book online by visiting www.camelbackinn.com and entering the offer code 444, or by calling 1 (480) 948-1700. Blackout dates apply.

Dance the night away in Puerto Rico. Enrique Iglesias said it best: bailamos.
The deal/s: Condado Vanderbilt in San Juan is offering a 50 % savings on suites (rates normally start at $450 – $3,500) with a travel window of January 3, 2016 to December 23, 2016 (blackout dates from February 11 – 14, 2016). Book directly online by visiting www.condadovanderbilt.com starting at midnight on November 30th.

Copamarina Beach Resort & Spa in Guanica is offering a deal from 12:01am to 11:59pm EST on November 30th only where guests will be able to book rooms at $129 per night (represents 30% savings) for stays between January 2, 2016 – April 30, 2016. The rate also includes two complimentary welcome drinks and 15% off at La Palmas Café from 11am-5pm. This package requires a two night minimum stay and blackout dates apply.

Courtyard by Marriott Isla Verde Beach Resort in San Juan – From November 26, 2015 – November 30, 2015 the hotel is offering 15% off rooms during the travel window of December 11, 2015 – January 17, 2016 (blackout dates apply for December 25, 2015 – January 2, 2016). You can book the package online at http://www.sjcourtyard.com/default-en.html using the CODE: 444.

San Juan Doubletree – For November 30th only, guests can book the hotel’s Cyber Monday package, which includes 15% off room rates and a $25 resort credit. Guests can book hotel stays between the dates of December 1, 2015 – January 31, 2016 (blackout dates December 25 – 31) online at http://www.sanjuandoubletree.com/default-en.html using CODE: P02.

Get “happy” on the happiest island of them all: Aruba.
The deal: 20% off at the Hyatt Regency Aruba. Reservations must be booked on Nov. 3oth. Valid travel dates are between Apr. 1 and Dec. 19 2016. Deal includes twenty percent off a deluxe room when you book a five-night stay, complimentary welcome drink and cocktail for two at the hotel bar, $100 resort credit and complimentary wi-fi. Some blackout dates apply. Get the deal HERE.

If warm, white sand beaches are on your mind, then don’t think twice about the Cayman Islands.
The deal/s:  Le Soleil d’Or is offering up to 20 percent off standard rates with rooms starting at $320 per night for a three-night minimum stay. Private home accommodations are also available, starting at $800 per night with a five-night minimum stay for travel between now and December 31, 2016. Get the deal HERE (sale goes live on Monday).

The Ritz-Carlton, Grand Cayman – Buy four nights in a Garden View, Resort View or Ocean Front guest room and enjoy a complimentary fifth night for travel between now and December 19, 2015. Get the deal HERE (sale goes live on Monday).

The Grand Cayman Marriott Beach Resort is allowing non-members can save 25 percent off best available rates with advance purchase, while members can save up to 30 percent off best available rates with advance purchase for travel between December 11, 2015 and January 17, 2016. Grand Cayman Beach Suites has special rates on one bedroom ocean view suites located directly on Seven Mile Beach. Get the deal HERE (sale goes live on Monday).

Head up to Beantown for a beautiful New England winter.
The deal: Hotel Commonwealth is offering an exclusive $96 Cyber Monday deal for 96 minutes only.  From 11:30am (nod to the Cyber Monday date, 11/30) until 1:06pm, Cyber Monday shoppers can book rooms for just $96 (represents 60% savings).  Travel window is for 96 days after the new wing debuts (December 15-March 19).  Book online by visiting www.hotelcommonwealth.com and entering the offer code 96New, or by calling 866-784-4000.

Escape to a peaceful retreat in the Caribbean, like St. Lucia.
The deal: The Landings St. Lucia is offering up to 50% off in savings and includes accommodations in One-, Two and Three-Bedroom Marina View Villa Suites and Breakfast daily at the Beach Club Restaurant. Rates start at $295 per night, plus service charge and taxes. The deal must be booked between Friday November 27 and Monday, November 30, and is available for travel from November 27, 2015 through March 20, 2016. Blackout dates and restrictions apply. For more information and to book the Black Friday/Cyber Monday deal, call 866-252-0689 or visit www.landingsstlucia.com 

Casinos and nightlife aren’t just for Vegas – head to Atlantic City.
The deal: Borgata Hotel Casino & Spa – On sale November 30, 2015 through December 2, 2015, the first and only Vegas-style casino resort on the East Coast is offering exclusive hotel rates on Classic Rooms (starting from $79/night) and Fiore Suites (starting from $109/night) valid for reservations Sunday – Thursday. Travel window is November 30, 2015, through February, 29, 2016, and you can visit www.theborgata.com to book or call 609-317-1000 for more information.


Explore Europe on the cheap with 30 percent off Rail Europe tickets or $100 off Eurail passes.
The deal: Reservations must be made between Nov. 27 and Dec. 4 on RailEurope.comEurail passes, which are valid for travel in multiple countries, are available at $100 off when booked along with sightseeing products using the code EURAILCYBER100.


Cruise the Caribbean for a fantastic voyage.
The deal: MSC Cruises will offer several seven-night cruises on sale during its Black Friday/Cyber Monday promotion. Starting Thursday, Nov. 26, through Wednesday, Dec. 2, travel agents can book cruises up to 30% off and earn clients up to $400 in onboard credit per stateroom. The winter sale includes 2016 cruises on Mother’s Day, Memorial Day, and Labor Day Cruises and new sailings on the newest vessel, the MSC Divina. Prices for cruises aboard the Divina start at $399 per person.


Make New York your playground with up to fifty percent off various attractions on NewYork.com.
The deal: Deals on attractions, tours, museums, broadway shows and more will be released Nov. 30.

Explore the world’s natural beauty with REI Adventures.
The deal: Exclusive for Black Friday and Cyber Monday is $500 off their San Juan Islands Multisport Trip when booked from Monday, November 30 to Sunday, December 6, 2015.

Have a trip curated for you on an intrepid group escape.
The deal: Intrepid Travel will offer up to 20 percent off all their trips from Cyber Monday through Dec. 3. Book during their “4 Day Cyber Sale.” You’ll save 20 percent on trips departing before April 30, 2016, and 10 percent on trips departing before Sept. 30, 2016. Please note that the 4-Day Cyber Sale is only available for citizens of the U.S. and Canada; a $250 deposit is required to book.

Kimberly Wilson of Gone Girls Guide

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