Orlando from Boston, Nov 14–21: $1,184 for two, all in
The verdict
Our verdict
Worth it, if
- $206 per person, $185 below the typical fare on this route
- Highs 74–78°F and lows near 60°F for long park days
- Courtyard in Lake Buena Vista, 8 from 565 reviews, $99 a night
The catch: Southwest connects once, so the outbound takes 7h 5m versus 3h 30m on JetBlue's nonstop, and a checked bag is about $140 for two.
Worth it if you'd trade a connection for $185 per person back on a park week; skip it if a long travel day ruins the start for you.
Worth it if a connection doesn't bother you: $1,184 for two, all in, for Nov 14–21, 2026, 7 nights. That's the flights at $412 plus the Courtyard, Lake Buena Vista, Orlando Marriott Village at $695 and its $77 property fee, taxes and fees included, with checked bags extra. Southwest flies it with one stop, and the outbound takes 7h 5m.
The total, before you go
$1,184 for two · 7 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $412 |
| Courtyard, Lake Buena Vista, Orlando Marriott Village, 7 nights, two guests, taxes in | $695 |
| Resort fee, collected at the desk | $77 |
| The total, before you go | $1,184 |
| A checked bag each, round trip (not in the total) | about $140 |
$185 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $35 each way per bag on Southwest, $140 for two round trip); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$206 per person, round trip
$412 for two, taxes and fees included · Southwest · 1 stop · 7h 5m
Out Sat, Nov 14, 9:30 AM – Sat, Nov 14, 4:35 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Southwest | $206 | 1 stop | 7h 5m |
| JetBlue | $255 | nonstop | 3h 30m |
| Frontier | $220 | 1 stop | 10h 11m |
Prices checked Oct 16, 2026, 12:17 AM EDT. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
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Why now
The fare is $206 per person, $185 below the typical fare on this route, a 47% gap, and it has the Lowest in 30 days badge. That comes to $1,184 for two, all in, for the flights and 7 nights at the Courtyard, with taxes, fees and its $77 property fee included. A checked bag, about $140 for two, and spending money come on top. Mid-November is outside the summer months our season notes flag for hot, stormy afternoons and the longest park lines. Typical highs run 74–78°F with lows near 60°F, comfortable for full days on your feet. If you'd rather skip the connection, JetBlue's nonstop was $255 per person and takes 3h 30m. All prices were all-in when we checked and can change before you book.
The kind of trip this is
A theme-park week at an easy pace: seven nights leaves room for Magic Kingdom, EPCOT, Universal and Epic Universe with rest days in between. It suits a couple or two friends who like rides, fireworks and big park days, then a quiet pool back at the hotel. The 9:30 AM departure lands you at 4:35 PM with the evening free.
Weather in Orlando, Nov 14–21
Typical highs 74–78°F, lows near 60°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Sat, Nov 14 | 78 °F | 62 °F | Drizzle |
| Sun, Nov 15 | 77 °F | 62 °F | Clear |
| Mon, Nov 16 | 77 °F | 60 °F | Partly cloudy |
| Tue, Nov 17 | 74 °F | 60 °F | Overcast |
| Wed, Nov 18 | 74 °F | 58 °F | Overcast |
| Thu, Nov 19 | 77 °F | 59 °F | Overcast |
| Fri, Nov 20 | 75 °F | 60 °F | Overcast |
| Sat, Nov 21 | 77 °F | 59 °F | Overcast |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Orlando
Courtyard, Lake Buena Vista, Orlando Marriott Village is the best-value pick and the one in the total: $695 for the 7 nights, $99 a night, scored 8 from 565 reviews, with a $77 property fee and no free cancellation. Lake Buena Vista puts you a short shuttle from Disney at lower rates. Universal's Endless Summer Resort - Surfside Inn and Suites is top rated at 9 from 3,428 reviews, $1,168 for the stay or $167 a night, with free cancellation and early park admission on the listed room; fees at the property are $130. B&B HOTEL Orlando International Drive near Universal - Newly Renovated runs $793, or $113 a night, rated 8.8 from 1,373 reviews, plus $88 in fees. Both of those sit in the Universal Orlando area, walkable to the Universal parks.
Courtyard, Lake Buena Vista, Orlando Marriott Village
$695 for 7 nights, two guests · $99 a night
See roomsUniversal's Endless Summer Resort - Surfside Inn and Suites
$1,168 for 7 nights, two guests · $167 a night
See roomsB&B HOTEL Orlando International Drive near Universal - Newly Renovated!
$793 for 7 nights, two guests · $113 a night
See roomsAll hotels in Orlando for these dates
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Where in Orlando
- Walt Disney World Resort: On-site hotels with early park entry and free transport.
- Lake Buena Vista: Hotels a short shuttle from Disney with lower rates.
- Universal Orlando area: Walkable to Universal Studios, Islands of Adventure and Epic Universe.
- International Drive: Central strip with outlet malls, restaurants and attractions.
- Kissimmee: Vacation villas with private pools for larger families.
What to do in Orlando
- Watch the fireworks over Cinderella Castle at Magic Kingdom
- Ride Hagrid's Magical Creatures Motorbike Adventure at Universal
- Give a full day to exploring the Epic Universe park
- Spend a day at EPCOT's World Showcase
- Take a kayak or airboat tour on the Wekiva River for a break from the parks
Also worth it
- Explore the Epic Universe park
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Getting there and around
| Airports in Boston | Boston Logan International (BOS) |
|---|---|
| Airports in Orlando | Orlando International (MCO), Orlando Sanford International (SFB) |
| Flight time | 7h 5m (1 stop) |
| Distance | 1,130 miles each way |
| Time difference | same time zone |
What 7 nights in Orlando costs
| Estimate | |
|---|---|
| Flights for two | $412 |
| Hotel, 7 nights (Courtyard, Lake Buena Vista, Orlando Marriott Village) | $695 |
| Food, getting around and tickets, 7 days for two | $1,820 |
| Total for two | $2,927 |
Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.
Price history: Boston to Orlando
| Per person | |
|---|---|
| This trip | $206 per person |
| Lowest in the last 30 days | $206 (Oct 16, 2026) |
| Typical price, last 60 days | $391 |
| Price checks | 25 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for Orlando.
- Currency: US dollar (USD).
- No passport needed: it's a domestic trip, paid in US dollars, with no time difference from Boston.
- The Southwest fare has one stop; the outbound leaves Boston Logan at 9:30 AM and lands at Orlando International at 4:35 PM.
- Checked bags aren't in the total; figure about $140 for two.
- Only the Surfside Inn and Suites offers free cancellation; the Courtyard and the B&B HOTEL do not.
- Orlando has two airports, Orlando International (MCO) and Orlando Sanford International (SFB); this fare uses MCO.
Questions readers ask
Is it worth it?
Worth it if you can live with one connection. The fare is $206 per person, 47% under the typical fare on this route, and mid-November highs run 74–78°F.
How much is the whole trip for two?
$1,184 for two, all in: $412 for the flights plus $695 for 7 nights at the Courtyard and its $77 property fee, taxes and fees included. Checked bags, about $140 for two, and spending money are extra.
Is there a nonstop?
Yes. JetBlue had a nonstop at $255 per person, $510 for two, leaving at 5:29 PM and taking 3h 30m. The Southwest fare in our total has one stop and takes 7h 5m on the way down.
What is the weather like?
Typical highs are 74–78°F with lows near 60°F for these dates. Most days lean overcast in the normals, which is easy weather for long park days.
Is 7 nights enough?
Seven nights gives you room for Magic Kingdom, EPCOT, Universal and Epic Universe with a slower day or a Wekiva River paddle in between.
Can I cancel the hotel?
Not at the Courtyard or the B&B HOTEL. Universal's Endless Summer Resort - Surfside Inn and Suites has free cancellation at $1,168 for the stay.
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