Winter break trips from San Diego
Where to go from San Diego over winter break: fares for Christmas week (December 19 to 26) and New Year's week (December 26 to January 2), for warm beaches, ski trips and holiday cities.
Saved round trips for Christmas week (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).
Cheapest right now: Phoenix $155 · Denver $163 · Salt Lake City $223
More trip ideas from San Diego
- 2027 total solar eclipse trips from San Diego
- A month somewhere warm from San Diego
- All-inclusive resort weeks from San Diego
- Bachelorette and bachelor party trips from San Diego, priced for 6
- Beach vacations from San Diego
- Big event trips from San Diego: Super Bowl, Coachella, Kentucky Derby and more
- Black heritage trips from San Diego
- Carnival trips from San Diego: Rio, Trinidad, Mardi Gras and more
- Cherry blossom trips from San Diego
- Christmas and New Year flights to the Middle East and Türkiye from San Diego
- Christmas flights to Africa from San Diego
- Christmas flights to Europe from San Diego
- Christmas flights to Mexico and Central America from San Diego
- Christmas flights to the Caribbean and South America from San Diego
- Christmas flights to the Philippines and Asia from San Diego
- Christmas market trips from San Diego
- College football bowl and playoff trips from San Diego
- Detty December: flights to Lagos and Accra from San Diego
- Día de Muertos trips from San Diego: Oaxaca, Mexico City, Pátzcuaro and more
- Diwali flights to India from San Diego
- Easter and Holy Week trips from San Diego: Seville, Rome, Antigua and more
- Fall foliage trips from San Diego
- Family vacations from San Diego, priced for 4
- Flights to your cruise port from San Diego
- Florida vacations from San Diego
- Food and wine trips from San Diego
- Formula 1 race trips from San Diego: Austin, Mexico City, Abu Dhabi and the 2027 calendar
- Fourth of July trips from San Diego
- Gay & LGBTQ+ friendly beach vacations from San Diego
- Gay & LGBTQ+ friendly cities to visit from San Diego
- Golf trips from San Diego
- Graduation trips from San Diego
- Grand Slam tennis trips from San Diego: Australian Open, Roland-Garros, Wimbledon and the US Open
- Group trips priced for 4 from San Diego
- Halloween trips from San Diego: Salem, New Orleans, Horror Nights, Derry and Transylvania
- Hawaii vacations from San Diego
- Holi in India: flights from San Diego
- Holiday flights to India and South Asia from San Diego
- Holiday lights and Christmas city trips from San Diego
- Honeymoon destinations from San Diego
- Italian heritage trips from San Diego
- Japan trips from San Diego
- Labor Day weekend trips from San Diego
- Lapland and Santa trips from San Diego
- Lunar New Year flights from San Diego
- Marathon trips from San Diego: New York, Tokyo, Boston, London, Berlin and more
- Memorial Day weekend getaways from San Diego
- Midnight sun trips from San Diego
- MLK weekend getaways from San Diego
- Mountain and trekking trips from San Diego
- Music festival trips from San Diego
- National park trips from San Diego
- New Year's Eve trips from San Diego
- NFL international games from San Diego: London, Paris, Madrid, Munich and Mexico City
- Northern lights trips from San Diego
- October long weekend trips from San Diego
- Oktoberfest trips from San Diego
- Premier League and European football trips from San Diego
- Presidents' Day weekend getaways from San Diego
- Pride trips from San Diego: the biggest Pride events to fly to
- Ramadan and Eid trips from San Diego: Umrah and family visits
- Safari trips from San Diego
- Scuba diving and snorkeling trips from San Diego
- Ski trips from San Diego
- Solo trips from San Diego
- Songkran and New Year festivals in Asia from San Diego
- Spring break trips from San Diego
- Spring training trips from San Diego
- St. Patrick's Day trips from San Diego: Dublin, New York, Boston, Chicago and more
- Summer vacation trips from San Diego
- Surf trips from San Diego
- Thanksgiving trips from San Diego
- The best US cities to visit from San Diego
- Theme park trips from San Diego, priced for 4
- Three-week trips abroad from San Diego
- Tropical trips with no passport needed from San Diego
- Umrah trips from San Diego
- Valentine's Day getaways from San Diego
- Veterans Day weekend trips from San Diego
- Warm winter getaways from San Diego
- Whale watching trips from San Diego: Cabo, Maui, Sri Lanka, Dominica, Alaska, Iceland and more
- Yoga and wellness retreats from San Diego
Fares observed October 13 – 14, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from San Diego
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 | |
|---|---|---|---|---|
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | $767 (airline $810) | Dec 19–26, 2026 | Check prices |
| Punta Cana (PUJ) | Long white-sand beaches and easy all-inclusive resorts | $900 (airline $949) | Dec 19–26, 2026 | Check prices |
| Aruba (AUA) | Dry, sunny and outside the hurricane belt, so it is a safe bet most of the year | $755 (airline $796) | Dec 19–26, 2026 | Check prices |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, with no passport needed from the US | $683 (airline $722) | Dec 19–26, 2026 | Check prices |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | $921 (airline $971) | Dec 19–26, 2026 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | $534 (airline $562) | Dec 19–26, 2026 | Check prices |
| Puerto Vallarta (PVR) | Puerto Vallarta's Pacific beaches and a walkable old town | $706 (airline $747) | Dec 19–26, 2026 | Check prices |
| Los Cabos (SJD) | Los Cabos, desert coast, resorts and whale watching in winter | $555 (airline $585) | Dec 19–26, 2026 | Check prices |
| Guanacaste (LIR) | Guanacaste's Pacific beaches in Costa Rica | $1,005 (airline $1,061) | Dec 19–26, 2026 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | $527 (airline $556) | Dec 19–26, 2026 | Check prices |
| Maui / Kahului (OGG) | Maui's beaches, the Road to Hana and Haleakalā | $752 (airline $792) | Dec 19–26, 2026 | Check prices |
| Orlando (MCO) | Orlando's theme parks | $423 (airline $447) | Dec 19–26, 2026 | Check prices |
| Miami (MIA) | Miami Beach, warm water and a big food and nightlife scene | $310 (airline $328) | Dec 19–26, 2026 | Check prices |
| Fort Lauderdale (FLL) | Fort Lauderdale beaches and an easy base for cruises | $421 (airline $444) | Dec 26, 2026–Jan 2, 2027 | Check prices |
| Phoenix (PHX) | Phoenix and Scottsdale, warm and sunny all winter | $155 (airline $164) | Dec 19–26, 2026 | Check prices |
| Palm Springs (PSP) | Palm Springs, desert sun, pools and mid-century style | $311 (airline $329) | Dec 19–26, 2026 | Check prices |
| Denver (DEN) | Denver, the gateway to Vail, Breckenridge and Keystone | $163 (airline $172) | Dec 19–26, 2026 | Check prices |
| Salt Lake City (SLC) | Salt Lake City, under an hour from a dozen ski resorts | $223 (airline $235) | Dec 19–26, 2026 | Check prices |
| Jackson (JAC) | Jackson Hole, with steep terrain right next to the airport | $487 (airline $515) | Dec 19–26, 2026 | Check prices |
| Vail (EGE) | Vail and Beaver Creek, about 35 miles from the airport | $534 (airline $562) | Dec 19–26, 2026 | Check prices |
| Vancouver (YVR) | Vancouver, about two hours from Whistler | $556 (airline $587) | Dec 19–26, 2026 | Check prices |
| New York (JFK) | New York's holiday lights, windows and shows | $527 (airline $557) | Dec 26, 2026–Jan 2, 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.
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Winter break trips from San Diego. Winter break 2026 flights from San Diego: beaches, ski towns and cities, with fares for Christmas week and New Year's week.
- 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. Follow the links on the current page. A completed fresh trip opens flight results first. Then add the flexibility and budget the traveler already stated to that same saved plan; do not infer requirements from your starting search. Edits create a new saved link and leave earlier snapshots intact. Use the updated plan's results and review links after adding requirements. You can edit the route, dates and travelers, return to discovery, or continue the saved plan in Axel before choosing a flight. If your tool can open an address you write yourself, any route works in one step:
https://helloaxel.com/en/f/start/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 Winter break trips from San Diego" 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-san-diego-winter-break-trips; an address the traveler opens always works.
- Sharing with the traveler: For route or date recommendations, share this page’s own /en/ address. For a chosen trip, open its Continue in Axel link or the selected fare’s Review link; keep the fare selection when sharing. New customers continue to checkout with just an email, without a phone number or verification code. Existing customers sign in to their account; email sign-in uses a code. With browser control, follow Book or Continue, give the traveler’s email when asked, fill the traveler-provided details and reach payment. Pay with your own payment credential when you have one; otherwise share the checkout link so the traveler signs in with the email code and pays. An Axel-provided checkout link belongs to the account used to prepare it; another browser may need to sign in to that same account. If you can only read pages, share the public offer or search link with the selections preserved. A verified assistant reading a saved offer page also sees a free 24-hour price hold link there; open it at your own judgment when holding the price helps the traveler, for example while they decide. It locks the price, never a seat, for whoever continues from that offer.