Valentine's Day getaways from your city
Valentine's Day 2027 is a Sunday, the day before Presidents' Day, so it makes a long weekend. Fares from your city for Friday, February 12 to Monday, February 15, for romantic cities, wine country and warm beaches.
Dates: Valentine's Day weekend 2027, Feb 12 – Feb 15, 2027.
Choose your departure city
Each city page shows real round-trip fares from that city, with the cheapest one for each destination.
United States: Seattle · New York · San Francisco Bay Area · Los Angeles · Miami or Fort Lauderdale · Chicago · Denver · Minneapolis · Houston · Washington, DC · Dallas-Fort Worth · Atlanta · Orlando · Las Vegas · Charlotte · Phoenix · Boston · Detroit · Philadelphia · Salt Lake City · San Diego · Nashville · Tampa · Austin · Honolulu · Portland · Raleigh/Durham · Saint Louis · Sacramento · San Juan · New Orleans · Kansas City · Fort Myers · San Antonio · Indianapolis · Cleveland · Pittsburgh · Columbus · Cincinnati · West Palm Beach · Jacksonville · Maui · Hartford · Charleston · Milwaukee · Anchorage · Boise · Omaha · Albuquerque · Buffalo · Richmond · Norfolk
United Kingdom: London · Manchester · Edinburgh · Birmingham · Glasgow · Bristol · Belfast · Newcastle · Liverpool · Leeds · Aberdeen
Canada: Toronto · Vancouver · Montreal · Calgary · Edmonton · Ottawa · Winnipeg · Halifax · Quebec · Victoria
Where to go and why
- Paris: Evening walks along the Seine, dinner in the Marais and the view from Montmartre
- Venice: Gondola rides through quiet back canals and winter evenings on St. Mark's Square
- Rome: Candlelit trattorias in Trastevere and the Trevi Fountain late at night
- Charleston: Carriage rides past Rainbow Row and the Battery, and Lowcountry dinners downtown
- Santa Rosa: Sonoma and Napa wineries and country inns, a short drive from the Santa Rosa airport
- Savannah: Moss-draped squares, Forsyth Park and riverfront inns in the historic district
- New Orleans: Jazz clubs on Frenchmen Street and long dinners in the French Quarter
- San Jose Cabo: Sunset sails past the Arch at Land's End and resorts along the Tourist Corridor
- Saint Lucia: Resorts facing the twin Pitons near Soufrière, and a dip in the volcanic mud baths
- Kahului: Whale-watching season off Maui and sunrise above the clouds at Haleakalā
- TULUM: Beachfront cabanas below the Tulum ruins and swims in the cenotes nearby
- Phoenix: Sedona's red rocks and spa resorts, about two hours' drive north of Phoenix
- Quebec: Old Quebec's snowy stone streets and the Château Frontenac above the St. Lawrence
- Thira: Caldera sunsets from Oia and Imerovigli, with the island quiet in the off-season
- Monterey: Carmel-by-the-Sea's cottages and the Big Sur coast drive south of Monterey
- Santa Barbara: Santa Ynez Valley wine tasting and a Spanish-style downtown by the beach
- Aspen: Ski days on Aspen Mountain and fireside dinners in the old mining town
- Reykjavik: Northern lights tours and the Blue Lagoon's warm water, close to Keflavík airport
Facts checked October 7, 2026. Sources: OPM: 2027 federal holidays (Washington's Birthday, Feb 15)