Love is in the air, and you should be too! If you're looking to spend some quality time with a loved or you're just smitten with the idea of treating yourself to a vacation, Valentine's Day offers some very flirty flight deals. With Valentine's falling on a Thursday this year, that puts it in a sweet spot for an extended weekend getaway travel deal. But you’ll need to start planning right about now if you want a shot at a bargain from Cupid’s arrow before it only strikes last-minute price hikes.

Make it a Date to Remember with a Romantic Weekend Escape

Travel memories hold a special place in the heart that chocolate can’t always fill (many of us have tried). So, replace the roses, abandon the bonbons, and fall in love with one of these 14 enamoring airfare deals that will guarantee you a special Valentine's Day to remember.

Newark (EWR) to Rome (FCO) for $299 Roundtrip

By Goran Bogicevic /

What better place for everlasting love than the Eternal City? If you want to double down on the date make sure to do the tourist fave, a Trevi Fountain coin flip to ensure a return trip. With frescos of cupid-like cherubic angels following you around the cities galleries and churches, you'll have no choice but to be struck with Rome’s beauty. Spend February 14th enjoying la dolce vita with nonstop flights departing from Newark and returning from Rome for only $299 roundtrip on Norwegian. Depart EWR on February 10,11, or 12, return from FCO on February 15 or 17, 2019.

Phoenix (PHX) to Santa Rosa (STS) for $225 Roundtrip

By alexmat46 /

Love at first blush? Then maybe a rosé is the choice for you. Long-term relationship? Try a robust full-bodied merlot. Just dating? Go light with an airy chardonnay. Either way you pour it, Napa Valley has something for every couple. Vineyards, top-rated restaurants, and gorgeous scenery all make for an amazing combo for an ideal Valentines retreat. American Airlines can make that wonderful weekend a reality with roundtrip flights for $225 departing Phoenix on Thursday, February 14 and returning from Napa on Sunday, February 17, 2019.

San Francisco (SFO) to Paris (CDG) for $479 roundtrip

By Maria Mylnikova /

Who cares if it’s cliché? A list of romantic places to rendezvous isn’t complete without Paris making an appearance. The aptly dubbed City of Love emanates romantic vibes around almost every corner. A city where every smootch is technically a French kiss, enjoy some bubbly at a bistro while taking in the landmark sites and sounds around you for the most picturesque Valentine’s evening imaginable. Air France is offering flights from San Francisco to Paris for $479 roundtrip. Dates are starting to sell out, but you should see availability departing SFO on Tuesday, February 12 and returning from CDG on Tuesday, February 19, 2019.

Boston (BOS) to Savannah (SAV) for $127 roundtrip

By Serge Skiba /

Southern charm the way to your valentine’s heart with a trip to seductive Savannah, Georgia. Cobblestone streets and charming inns might be familiar to many New Englanders, but there’s something about it that feels more magical in the South. Fly down the coast and avoid the frigid February weather with your sweetheart with this fantastic fare from JetBlue. Depart from BOS on Monday, February 11 and return from SAV on Friday, February 15 or Saturday the 16th for $127 roundtrip.

New York (JFK) to Turks and Caicos (PLS) for $313 Roundtrip

By Jo Ann Snover /

Treat the number one person in your life to TripAdvisor’s number one beach in the world according to the Travelers’ Choice Awards in 2018. Grace Bay in Turks and Caicos is sure to set hearts aflutter with its warm waters and silky smooth sand. Pack a picnic and watch the world go by on V-day which will jump the ranks up to your new number one holiday on the calendar. Delta and JetBlue fly nonstop from JFK to PLS daily and often price match on the route. As an example, I found flights departing New York on Tuesday, February 12 and returning from Providenciales on Saturday, February 16, 2019, for $313 roundtrip. Other departure dates are available at the listed price in that period.

Chicago (ORD) to New York (LGA) for $154 Roundtrip

By Tupungato /

Spread the love in New York and not by just buying a t-shirt with I ♥ NY on it. With an endless amount of date spots in Gotham, you'll be sure to woo your partner with something thoughtful and unique. Ice skate in Central Park, go on a shopping spree on 5th Ave, grab tix to a Broadway show, or just opt for quiet dinner in the West Village. With multiple flight options to NYC, I found that by flying from ORD on Wednesday, February 13 and returning from LGA on Sunday, February 17 will save you that extra cash for spending money in Manhattan. If you can stretch your trip longer to February 19, you could pocket even more at $101 roundtrip.

Miami (MIA) to Aruba (AUA) for $169 Roundtrip

By Bill Kennedy /

Aruba, Jamaica, oh I want to take you… to just Aruba for $169 roundtrip on American Airlines for Valentine’s Day. Now that you’ve got the song stuck in your head thinking of humming it along enjoying the sunsets and sounds of waves crashing in the distance from your balcony. Depart from Miami on Tuesday, February 12 and return from Oranjestad, Aruba on Sunday, February 17 for this attractive deal. Plus isn’t Valentine’s Day the perfect fit for seeing pink flamingos at the Renaissance Aruba's Flamingo Beach? 

Los Angeles (LAX) to Tahiti (PPT) for $787 Roundtrip

By Martin Valigursky /

I’ve got two tickets to paradise is the only thing you’ll need to write on your Valentine card this year. It’s not going to be the cheapest date around, but I guarantee it will be one that you'll never forget. Make your tropical dreams come true on Air Tahiti Nui’s fittingly new 787 Dreamliner. Travel nonstop from Los Angeles on February 12 or 13 to Tahiti with returns available from February 18th onward, for you guessed it… $787 roundtrip.

San Jose (SJC) to Maui (OGG) for $317 Roundtrip

By MakanaCreative /

Spend St. Valentines on island time. Jet off to Maui for some tranquil time alone with your significant other or just by yourself for some much needed R&R. Leave the commercialization of the holiday on the mainland and get back to nature with a ride down Maui’s Hana Highway. Stop along the way at black sand beaches, waterfalls, and enjoy the ride without worrying about needing to make restaurant reservations or plans. For $317 roundtrip, Alaska Airlines and Hawaiian have seats available departing SJC on Tuesday, February 12 with returns from OGG available a week later on Tuesday, February 19, 2019.

Seattle (SEA) to Brussels (BRU) for $342 Roundtrip

By Anna_Pustynnikova /

If you can't dream of a Valentine's without chocolate, then visit the source – Belgium. Home to some of the finest chocolatiers, beer brewers, and waffle makers, there is bound to be something you’ll fall for in this charming European capital. To complete your holiday in a fairytale setting, travel an hour west by train to Bruges and stroll along the canal for a swan song before you return to reality. Flights for $342 roundtrip are available from Seattle departing February 12 or 13 with returns from Brussels on Sunday, February 17, 2019. Other dates in that travel window are also available for a similar price.

Baltimore (BWI) to Reykjavik (KEF) for $220 Roundtrip

By TY Lim /

Is your love written in the stars? Take a look in the Icelandic night sky to see. You might even get a chance encounter from the dancing Northern Lights as nature’s fireworks to celebrate Valentine’s Day. The cheap part of this date is flying there, while meals and lodging in Iceland can cost a pretty penny. Other activities like hiking, stargazing, and a visiting the famous thermal baths won’t break the bank. Take up this great offer on WOW air while you have the chance, $220 roundtrip flights depart BWI on Tuesday, February 12 and return from KEF on Saturday, February 16, 2019.

San Diego (SAN) to Los Cabos (SJD) for $233 Roundtrip

By RZ Images /

Roses are so passé when you could be admiring desert blooms in Baja. From stunning sunsets to sitting poolside sipping on some local tequila, an impromptu trip to Los Cabos is an excellent idea any time of the year. So why not make it happen over Valentine’s with flights from San Diego to Los Cabos for $233 roundtrip, nonstop on Southwest. I found flights at this price available departing SAN on Monday, February 11 and returning from SJD on Friday, February 15, 2019.

Long Beach (LGB) to Steam Boat Springs (HDN) for $148 Roundtrip

By Elena Elisseeva /

Is sipping champagne by the fireplace more your speed? After a day of swishing around on the slopes cozy up to your flame and keep warm with this great fare from JetBlue. Tickets for $148 roundtrip depart Long Beach on Wednesday, February 13 and return from Steam Boat Springs with your snow angel on Saturday, February 16, 2019.

Dallas (DFW) to Las Vegas (LAS) for $97 Roundtrip

By littlenySTOCK /

Can’t spring for a romantic European getaway? Doesn’t mean you still can’t see Paris’s Eiffel Tower, King Arthur’s castle, and the Venetian canals all while staying in America. Vegas might not seem like a romantic holiday for many people, but the Queen of Hearts seems to have fallen in love with Sin City, so can you. Who knows, you might find yourself in a drive-thru chapel with Elvis officiating your vows before the weekend is over. Roll the dice with flights on Sun Country departing DFW on Wednesday, February 13 and returning from LAS on Saturday, February 16, 2019.

Waited too long? Or is your local airport not listed?

Our Weekender tool can help bail you out with last-minute weekend flight options departing on Valentine’s Day with returns throughout the weekend. While it’s perfect for sorting out all your flight reservation needs, we can’t do everything – dinner reservations will still be up to you.

Editor's Note: All fares were available for purchase at these price points during the time of posting on January 11, 2019.

Feature image by Song about Summer/
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