BOS - DSI

Find cheap flights from Boston to Destin

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Destin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Destin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Destin, as well as popular online travel agencies
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Everything you should know

When to travel
Cheapest • 100% price drop
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KAYAK searches 100s of sites at once to find you the best travel deals.
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Boston to Destin (BOS-DSI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Destin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Destin

Multiple Airlines Logo
BOS
-
DSI
1189 mimulti-stop
Multiple Airlines Logo
DSI
-
BOS
1189 mimulti-stop
Multiple Airlines
Booking Insights

KAYAK's insights & trends for Boston to Destin flights

Get data-powered insights and trends into flights from Boston to Destin to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Boston to Destin?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Destin, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Destin is February, where tickets cost $0 (return) on average. On the other hand, the most expensive months are April and September, where the average cost of round-trip tickets is $585 and $580 respectively.

Good to know

Low seasonAugust
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 60% increase in price.

When to book flights from Boston to Destin

Are your dates flexible? Find out the best times to travel from Boston to Destin based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Destin

  • Do I need a passport to fly between Boston and Destin?

    A passport is not required to fly from Boston to Destin.

  • Which aircraft models fly most regularly from Boston to Destin?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Destin?

    SkyTeam is the only airline alliance operating flights between Boston and Destin.

  • Which is the best airline for flights from Boston to Destin, Delta or JetBlue?

    The two airlines most popular with KAYAK users for flights from Boston to Destin are Delta and JetBlue. With an average price for the route of $438 and an overall rating of 7.8, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $285 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Boston to Destin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Destin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Destin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Destin from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Destin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Destin with an airline and back to Boston with another airline. Booking your flights between Boston and DSI can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Destin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Destin from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Boston to Destin

 
See real verified KAYAK customer reviews for airlines flying from Boston to Destin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Destin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8450 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Comfort
7.8Entertainment
Airline reviews

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

8.0 ExcellentAnonymous, Jun 2026
BOS - RDU
Read more Delta reviews

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

They did a fine job. Can't wait to use Delta in the future.

Flight left 2 hours late with no explanation as to the delay

What a great flight. Seats were more comfortable than other airlines. Flight was full but very easy to navigate. No stress no drama

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

Messy plane that was falling apart Small screens that didn't work

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

Everything you need to know for your flight from Boston to Destin

Information on your arrival and departure airports