Weekend trips from Boston under $300
For each of the coming weekends, the cheapest return we hold from Boston to each place: out on a Thursday, Friday or Saturday and back on the Sunday or Monday, with at least a full day there.
Places with a weekend trip: 9
Weekends covered: 8
Weekend of Sat 14 Nov
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| New York | $190 | Sat 14 Nov 13:00 | Mon 16 Nov 20:29 | 1 weekday | BOS → JFK | out nonstop, back nonstop | jetBlue | found 2 days ago | See prices for these dates | Check today's price |
Weekend of Sat 21 Nov
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Fort Lauderdale | $298 | Thu 19 Nov 11:39 | Sun 22 Nov 07:20 | 2 weekdays | BOS → FLL | out nonstop, back nonstop | Allegiant Air | found 5 days ago | See prices for these dates | Check today's price |
Weekend of Sat 5 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Los Angeles | $267 | Thu 3 Dec 19:00 | Sun 6 Dec 15:25 | 1 weekday | BOS → LAX | out nonstop, back nonstop | American Airlines | found yesterday | See prices for these dates | Check today's price |
| Miami | $290 | Fri 4 Dec 18:05 | Sun 6 Dec 06:55 | None | BOS → MIA | out nonstop, back 1 stop | American Airlines | found today | See prices for these dates | Check today's price |
Weekend of Sat 12 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Miami | $278 | Fri 11 Dec 18:05 | Sun 13 Dec 06:53 | None | BOS → MIA | out nonstop, back nonstop | American Airlines | found today | See prices for these dates | Check today's price |
| Baltimore | $151 | Sat 12 Dec 05:25 | Mon 14 Dec 06:15 | 1 weekday | BOS → BWI | out nonstop, back 1 stop | Southwest Airlines | found 2 days ago | See prices for these dates | Check today's price |
Weekend of Sat 19 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Orlando | $224 | Thu 17 Dec 18:59 | Sun 20 Dec 14:53 | 1 weekday | PSM → SFB | out nonstop, back nonstop | Allegiant Air | found 6 days ago | See prices for these dates | Check today's price |
Weekend of Sat 9 Jan 2027
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Fort Myers | $296 | Thu 7 Jan 2027 11:30 | Sun 10 Jan 2027 07:00 | 2 weekdays | BOS → RSW | out 1 stop, back 1 stop | jetBlue | found 5 days ago | See prices for these dates | Check today's price |
Weekend of Sat 23 Jan 2027
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Austin | $268 | Thu 21 Jan 2027 08:00 | Sun 24 Jan 2027 12:50 | 2 weekdays | BOS → AUS | out nonstop, back nonstop | jetBlue | found 3 days ago | See prices for these dates | Check today's price |
Weekend of Sat 30 Jan 2027
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Sarasota | $176 | Fri 29 Jan 2027 10:57 | Mon 1 Feb 2027 07:01 | 2 weekdays | BOS → SRQ | out nonstop, back nonstop | Allegiant Air | found yesterday | See prices for these dates | Check today's price |
Every trip here gives at least 24 hours at the destination and gets you home by 6 am on the Tuesday. Times are local to each airport. "Weekdays off" counts Monday to Friday days the trip takes; a flight leaving at 5 pm or later does not take that day.
1 traveler · Economy
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work