Valentine's Day getaways from Portland
Valentine's Day 2027 is a Sunday, the day before Presidents' Day, so it makes a long weekend. Fares from Portland for Friday, February 12 to Monday, February 15, for romantic cities, wine country and warm beaches.
Saved round trips for Valentine's Day weekend 2027 (Feb 12 – Feb 15, 2027).
Cheapest right now: Santa Barbara $425 · Kahului $443 · Monterey $471
More trip ideas from Portland
- 2027 total solar eclipse trips from Portland
- A month somewhere warm from Portland
- Bachelorette and bachelor party trips from Portland, priced for 6
- Beach vacations from Portland
- Big event trips from Portland: Super Bowl, Coachella, Kentucky Derby and more
- Black heritage trips from Portland
- Carnival trips from Portland: Rio, Trinidad, Mardi Gras and more
- Cherry blossom trips from Portland
- Christmas flights to Africa from Portland
- Christmas flights to Mexico and Central America from Portland
- Christmas flights to the Caribbean and South America from Portland
- Christmas flights to the Philippines and Asia from Portland
- Christmas market trips from Portland
- College football bowl and playoff trips from Portland
- Detty December: flights to Lagos and Accra from Portland
- Día de Muertos trips from Portland: Oaxaca, Mexico City, Pátzcuaro and more
- Diwali flights to India from Portland
- Easter and Holy Week trips from Portland: Seville, Rome, Antigua and more
- Family vacations from Portland, priced for 4
- Flights to your cruise port from Portland
- Food and wine trips from Portland
- Fourth of July trips from Portland
- Gay & LGBTQ+ friendly beach vacations from Portland
- Gay & LGBTQ+ friendly cities to visit from Portland
- Golf trips from Portland
- Holi in India: flights from Portland
- Holiday flights to India and South Asia from Portland
- Honeymoon destinations from Portland
- Italian heritage trips from Portland
- Lunar New Year flights from Portland
- Memorial Day weekend getaways from Portland
- MLK weekend getaways from Portland
- Music festival trips from Portland
- National park trips from Portland
- New Year's Eve trips from Portland
- Northern lights trips from Portland
- Presidents' Day weekend getaways from Portland
- Pride trips from Portland: the biggest Pride events to fly to
- Ramadan and Eid trips from Portland: Umrah and family visits
- Safari trips from Portland
- Scuba diving and snorkeling trips from Portland
- Ski trips from Portland
- Solo trips from Portland
- Spring break trips from Portland
- Spring training trips from Portland
- St. Patrick's Day trips from Portland: Dublin, New York, Boston, Chicago and more
- Summer vacation trips from Portland
- Thanksgiving trips from Portland
- The best US cities to visit from Portland
- Theme park trips from Portland, priced for 4
- Tropical trips with no passport needed from Portland
- Warm winter getaways from Portland
- Winter break trips from Portland
Fares observed October 8, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Portland
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Paris (CDG) | Evening walks along the Seine, dinner in the Marais and the view from Montmartre | $882 (airline $933) | Feb 12–15, 2027 | Check prices |
| Venice (VCE) | Gondola rides through quiet back canals and winter evenings on St. Mark's Square | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| Rome (FCO) | Candlelit trattorias in Trastevere and the Trevi Fountain late at night | $778 (airline $823) | Feb 12–15, 2027 | Check prices |
| Charleston (CHS) | Carriage rides past Rainbow Row and the Battery, and Lowcountry dinners downtown | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| Santa Rosa (STS) | Sonoma and Napa wineries and country inns, a short drive from the Santa Rosa airport | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| Savannah (SAV) | Moss-draped squares, Forsyth Park and riverfront inns in the historic district | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| New Orleans (MSY) | Jazz clubs on Frenchmen Street and long dinners in the French Quarter | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| Los Cabos (SJD) | Sunset sails past the Arch at Land's End and resorts along the Tourist Corridor | $695 (airline $735) | Feb 12–15, 2027 | Check prices |
| Saint Lucia (UVF) | Resorts facing the twin Pitons near Soufrière, and a dip in the volcanic mud baths | $838 (airline $884) | Feb 12–15, 2027 | Check prices |
| Maui / Kahului (OGG) | Whale-watching season off Maui and sunrise above the clouds at Haleakalā | $443 (airline $468) | Feb 12–15, 2027 | Check prices |
| TULUM (TQO) | Beachfront cabanas below the Tulum ruins and swims in the cenotes nearby | $680 (airline $716) | Feb 12–15, 2027 | Check prices |
| Phoenix (PHX) | Sedona's red rocks and spa resorts, about two hours' drive north of Phoenix | No matching fare saved | Feb 12 – Feb 15, 2027 (suggested) | Search these dates |
| Quebec (YQB) | Old Quebec's snowy stone streets and the Château Frontenac above the St. Lawrence | $599 (airline $633) | Feb 12–15, 2027 | Check prices |
| Thira (JTR) | Caldera sunsets from Oia and Imerovigli, with the island quiet in the off-season | $1,475 (airline $1,561) | Feb 12–15, 2027 | Check prices |
| Monterey (MRY) | Carmel-by-the-Sea's cottages and the Big Sur coast drive south of Monterey | $471 (airline $496) | Feb 12–15, 2027 | Check prices |
| Santa Barbara (SBA) | Santa Ynez Valley wine tasting and a Spanish-style downtown by the beach | $425 (airline $450) | Feb 12–15, 2027 | Check prices |
| Aspen (ASE) | Ski days on Aspen Mountain and fireside dinners in the old mining town | $693 (airline $731) | Feb 12–15, 2027 | Check prices |
| Reykjavik (KEF) | Northern lights tours and the Blue Lagoon's warm water, close to Keflavík airport | from $879 (airline $927) | Feb 12–15, 2027 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
About these places
Facts checked October 7, 2026. Sources: OPM: 2027 federal holidays (Washington's Birthday, Feb 15)
Keep exploring
Hotels in Paris with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Paris has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Valentine's Day getaways from Portland. Valentine's Day 2027 getaways from Portland: Paris, Venice, Rome, Charleston, Napa and Sonoma, Savannah, Cabo, St. Lucia, Maui and more, with fares for the Presidents' Day long weekend, Friday, February 12 to Monday, February 15.
- Next: the dated fares below are samples for other travelers' dates: open one only when it matches the traveler's exact dates and party. Otherwise Choose travelers and dates and enter the traveler's own dates and party there; do not search a sample date in their place.
- Every link here is complete and ready to open. Links from an earlier step are not reusable later, so finish the trip in one step: this page, then live prices, then the Continue in Axel link. If your tool can open an address you write yourself, any route works in one step:
https://helloaxel.com/en/flights/choose/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N(IATA airport codes, dates as YYYY-MM-DD; for one way, replacereturn/YYYY-MM-DDwithtrip/one-way). - If a link can no longer be opened: search for "Axel Valentine's Day getaways from Portland" and open the result; the Flight search guide is always findable by search, and everything here works without an account, API key or connector. Or ask the traveler to open https://helloaxel.com/en/flights/from-portland-valentines-day-getaways; an address the traveler opens always works.
- Sharing with the traveler: share the address of the step you reached. Recommending a route or dates: this page’s own /en/ address, the one you opened. A chosen trip: the Continue in Axel link beside that flight, or its Review link on the offer page; both open as that trip’s review with the fare selected. Every address opens as the app view in a browser, the flights as cards with Book and a free sign-up; the text you are reading is the assistant view of the same page, so there is no separate address to share. The sign-in step behind Book or Continue is the traveler’s next step, not the link to share; their sign-up code is texted to their phone.