How much does a San Diego family trip really cost?
A family of 4 travelling for 7 nights over winter holidays 2026 should expect CA$6,109–CA$8,429 all-in from Montréal or Toronto — flights, stay and day-to-day spending together.
Indicative ranges, updated monthly · figures as of July 26, 2026. Prices move; we check them live when you open a trip.
Get the honest all-in for your San Diego trip
Your dates, your party, your budget — one live verdict, no account.
From Chicago (ORD) · Winter holidays 2026 · 4 travellers — change anything on the next screen.
Where the money goes
| From | Flights (party) | Per person | Stay · 7 nights | All-in |
|---|---|---|---|---|
| Montréal | CA$2,961–CA$2,961 | CA$740–CA$740 | CA$974–CA$1,791 | CA$6,109–CA$8,097 |
| Toronto | CA$3,293–CA$3,293 | CA$823–CA$823 | CA$974–CA$1,791 | CA$6,441–CA$8,429 |
What people underestimate here: the fare you see advertised is per person. At CA$740 each, a party of 4 is CA$2,961 before anyone has booked a room.
Is your budget enough?
- Is CA$6,000 enough for a family trip to San Diego?
- Not for this trip. San Diego starts around CA$6,109 for 4 people over 7 nights, so CA$6,000 would leave you short before you've spent anything on the ground.
- Is CA$7,000 enough for a family trip to San Diego?
- It can work, but it depends what you book. CA$7,000 sits inside the CA$6,109–CA$8,429 range — the cheaper end means compromises on flights or location, not bad luck.
- Is CA$8,000 enough for a family trip to San Diego?
- It can work, but it depends what you book. CA$8,000 sits inside the CA$6,109–CA$8,429 range — the cheaper end means compromises on flights or location, not bad luck.
- Is CA$9,000 enough for a family trip to San Diego?
- Comfortably. CA$9,000 clears the top of the CA$6,109–CA$8,429 range, which leaves room for a better location or a direct flight rather than the cheapest one.
- Is CA$10,000 enough for a family trip to San Diego?
- Comfortably. CA$10,000 clears the top of the CA$6,109–CA$8,429 range, which leaves room for a better location or a direct flight rather than the cheapest one.
Common questions about San Diego
- How much are flights to San Diego from Canada?
- From Montréal, CA$740–CA$740 per person — CA$2,961–CA$2,961 for a party of 4. From Toronto, CA$823–CA$823 per person — CA$3,293–CA$3,293 for a party of 4. These are return fares over winter holidays 2026; the advertised fare you see elsewhere is almost always per person.
- How much spending money do you need for San Diego?
- Budget roughly CA$311–CA$478 a day for the whole family — food, local transport and activities — which is CA$2,174–CA$3,345 across 7 nights. That sits on top of flights and your stay, and it's the line most people forget when they price a trip.
- How much is a week in San Diego for a family of 4?
- CA$6,109–CA$8,429 all-in over winter holidays 2026 — flights, 7 nights' accommodation and day-to-day spending together, leaving from Montréal or Toronto.
- Is San Diego expensive for a family trip?
- It's cheaper than 18 of the 40 destinations we price from Montréal and Toronto. A family of 4 should expect CA$6,109–CA$8,429 all-in for 7 nights — whether that's expensive depends on your budget, which is the question the verdict actually answers.
When you go changes the price
- Winter holidays 2026CA$6,109–CA$8,429
- March break 2027CA$6,686–CA$9,292
Get the verdict for your dates, your party, your budget
The range above is for a family of 4on fixed dates. Yours will differ — we'll price it live and tell you honestly whether it fits.
Check live prices for San DiegoRental-market data powered by AirROI. Flights and hotel rates via our travel-data partners. Figures are indicative and re-priced live when you open a trip.