St. Pete / Clearwater from Boston, Oct 30–Nov 1: $1,140 for two, all in
The verdict
Our verdict
Worth it, if
- Devon Shores scores 9.3 from 1,332 reviews, with free cancellation
- $131 below the highest fare we saw for these dates
- Highs of 77–80°F and Pier 60 sunsets on Clearwater Beach
The catch: The Frontier fare has 1 stop, takes 9h 56m and lands at 10:35 PM, while the Delta and JetBlue nonstops cost $714 for two.
Worth it if a long Friday is a fair trade for a 9.3-rated beach stay; skip it if you'd rather pay $714 for a nonstop.
Worth it if you can handle a long travel day. The trip comes to $1,140 for two: Frontier flights at $688 plus 2 nights at Devon Shores at $405, with its $47 property fee, taxes and fees included. You fly Friday, Oct 30 and come home Sunday, Nov 1, 2026, and the outbound has 1 stop and takes 9h 56m.
The total, before you go
$1,140 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $688 |
| Devon Shores, 2 nights, two guests, taxes in | $405 |
| Resort fee, collected at the desk | $47 |
| The total, before you go | $1,140 |
| A checked bag each, round trip (not in the total) | about $240 |
$131 per person below the highest fare we saw for these dates.
Not in it: seat picks on basic fares and a checked bag (about $60 each way per bag on Frontier, $240 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
$344 per person, round trip
$688 for two, taxes and fees included · Frontier · 1 stop · 9h 56m
Out Fri, Oct 30, 12:39 PM – Fri, Oct 30, 10:35 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $344 | 1 stop | 9h 56m |
| Delta | $357 | nonstop | 3h 25m |
| JetBlue | $357 | nonstop | 3h 26m |
Prices checked Oct 16, 2026, 5:01 PM 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
Tweak this trip
Why now
At $344 per person, the Frontier fare is $131 below the highest fare we saw for these dates. That's 28% under it, across the 12 offers we checked. With Devon Shores, the whole weekend comes to $1,140 for two, taxes and fees included, as found when we checked. Prices move, so we can't promise it'll hold. Late October is a comfortable window for the Gulf: typical highs run 77–80°F with lows near 64°F, and you're well clear of the March spring-break and spring-training crowds. The usual pattern for these dates is drizzle on Friday, overcast skies on Saturday and mostly clear on Sunday, so Saturday makes a good museum day. No passport, no time change, US dollars. It's a short reset with warm water and sunsets before November settles in.
The kind of trip this is
This is a warm-weather beach weekend with some culture on the side. You get calm Gulf water and sugar-white sand on Clearwater Beach, plus the Dalí Museum, craft breweries and the food scene of Downtown St. Petersburg a short drive away. It suits a couple or two friends who want an easy pace: one sunset ritual, one good day out and nothing packed tight.
Weather in St. Pete / Clearwater, Oct 30–Nov 1
Typical highs 77–80°F, lows near 64°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri, Oct 30 | 80 °F | 66 °F | Drizzle |
| Sat, Oct 31 | 78 °F | 65 °F | Overcast |
| Sun, Nov 1 | 77 °F | 61 °F | Mostly clear |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in St. Pete / Clearwater
All three picks are in Clearwater Beach, the area for powder-white sand, Pier 60 sunsets and family resorts. Devon Shores is the best value and the one in our total: $405 for the 2 nights ($203 a night) in a Standard Queen Room. It scores 9.3 from 1,332 reviews, has free cancellation, and its $47 property fee is already counted. Belleair Beach Resort Motel is $411 for the stay ($206 a night) and scores 8.7 from 966 reviews. Its room has 2 full beds, which suits two friends, but it doesn't offer free cancellation. SpringHill Suites by Marriott Clearwater Beach is $437 ($219 a night) and scores 8.2 from 680 reviews. It's the only one that includes breakfast, in a King Suite with Sofa Bed, but it has a $50 property fee and no free cancellation.
Devon Shores
$405 for 2 nights, two guests · $203 a night
See roomsBelleair Beach Resort Motel
$411 for 2 nights, two guests · $206 a night
See roomsSpringHill Suites by Marriott Clearwater Beach
$437 for 2 nights, two guests · $219 a night
See roomsAll hotels in St. Pete / Clearwater 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 St. Pete / Clearwater
- Clearwater Beach: Powder-white sand, Pier 60 sunsets and family resorts.
- St. Pete Beach: Quieter Gulf beach with the landmark Don CeSar resort.
- Downtown St. Petersburg: Museums, craft breweries and a waterfront pier.
- Indian Rocks Beach: Low-key beach cottages and condos between the two hubs.
What to do in St. Pete / Clearwater
- Catch the nightly sunset festival at Pier 60 on Clearwater Beach
- See the Salvador Dalí Museum in St. Petersburg on the overcast Saturday
- Boat out to Caladesi Island State Park for a quieter stretch of sand
- Kayak the mangroves of Weedon Island Preserve
- Eat grouper sandwiches at John's Pass Village
Tours and tickets in St. Pete / Clearwater
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 St. Pete / Clearwater | Tampa International (TPA), St. Pete-Clearwater International (PIE) |
| Flight time | 9h 56m (1 stop) |
| Distance | 1,193 miles each way |
| Time difference | same time zone |
What 2 nights in St. Pete / Clearwater costs
| Estimate | |
|---|---|
| Flights for two | $688 |
| Hotel, 2 nights (Devon Shores) | $405 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $1,613 |
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 St. Pete / Clearwater
| Per person | |
|---|---|
| This trip | $344 per person |
| Lowest in the last 30 days | $344 (Oct 16, 2026) |
| Price checks | 3 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for St. Pete / Clearwater.
- Currency: US dollar (USD).
- No passport needed, you pay in US dollars, and there's no time difference from Boston.
- The Frontier outbound leaves Boston Logan at 12:39 PM and lands at Tampa International at 10:35 PM after 1 stop.
- A checked bag is about $240 for two and isn't in the $1,140 total, and neither is spending money.
- Devon Shores is room only with free cancellation. The other two hotels don't offer free cancellation.
- St. Pete-Clearwater International (PIE) also serves the area, besides Tampa International (TPA).
Questions readers ask
Is it worth it?
Worth it if you don't mind the travel day. You get a 9.3-rated hotel with free cancellation and highs of 77–80°F, and the fare is $131 below the highest fare we saw for these dates. The catch is the Frontier routing: 1 stop and 9h 56m on the way down.
How much is the whole trip for two?
$1,140 for two, all in. That's $688 for the Frontier flights ($344 per person) and $405 for 2 nights at Devon Shores, plus its $47 property fee, taxes and fees included. A checked bag, about $240 for two, isn't included, and neither is spending money.
Is there a faster flight?
Yes. Delta leaves at 7:05 AM and lands at 10:30 AM, and JetBlue leaves at 11:02 AM and lands at 2:28 PM. Both are nonstop, take about 3h 25m and cost $714 for two, $357 per person.
What's the weather like?
Typical highs are 77–80°F, with lows near 64°F this time of year. For these dates the usual pattern is drizzle on Friday, Oct 30, overcast skies on Saturday, Oct 31 and mostly clear on Sunday, Nov 1.
Are 2 nights enough?
On the Frontier fare you land at 10:35 PM on Friday, so you really get Saturday plus Sunday morning. That's enough for one beach day and the Pier 60 sunset. On the 7:05 AM Delta nonstop, you get most of Friday too.
Also found for you
The newest finds from Boston.
Just found · from Boston30% below typicalWorth it, if
Asheville
Oct 30–Nov 1, 2026 · 2 nights
- $401 per person, $178 below the typical fare on this route
- La Quinta scores 8.4 from 1,005 reviews, breakfast and free cancellation
- Peak fall foliage on the Parkway, highs of 59–62°F
$1,208 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $801 + hotel $365 + resort fee $42, taxes in · a checked bag each adds about $200
Allegiant · with a stop · 18h 37m
The catch: The fare has one stop, the return leaves 7:55 PM Sunday and lands 12:09 PM Monday, and a checked bag is about $200 for two.
Worth it if you want fall color, breweries and bluegrass for less; skip it if a stop and an overnight return would wreck your Monday.
Tweak this trip
Just found · from Boston
New York City
Oct 23–25, 2026 · 2 nights
- JetBlue nonstop from Boston, 1h 14m, leaving Friday at 11:20 AM
- Hyatt Place New York Chelsea: 8.2 from 13,218 reviews, breakfast, free cancellation
- Clear forecast Friday and Saturday, highs of 63°F, 5% to 7% rain
$2,030 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $854 + hotel $1,037 + resort fee $139, taxes in · a checked bag each adds about $180
JetBlue · nonstop · 1h 14m
The catch: A checked bag isn't in the $2,030; it's about $180 for two, so pack carry-on only if you want the total to hold.
Worth it if you want a fast, walkable city weekend of shows and museums; skip it if you're after quiet or a slow pace.
Tweak this trip
Just found · from BostonLowest in 30 days
Washington, D.C.
Nov 13–17, 2026 · 4 nights
- American nonstop, 1h 50m, Boston Logan to Reagan National
- $191 per person, $305 below the typical fare on this route
- citizenM Washington DC Georgetown rated 9 by 276 reviewers, free cancellation
$1,297 for two · 4 nights · flights, hotel, taxes, fees & the resort fee
Flights $382 + hotel $804 + resort fee $111, taxes in · a checked bag each adds about $160
American · nonstop · 1h 50m
The catch: A checked bag runs about $160 for two and isn't in the total, and the first nonstop leaves Boston at 6:00 AM.
Worth it if you want museums, monuments and easy walking in cool fall weather; skip it if you're after warm sun or cherry blossoms.
Tweak this trip
More trips
Just found · from Boston
New York City
Oct 23–25, 2026 · 2 nights
- JetBlue nonstop from Boston, 1h 14m, leaving Friday at 11:20 AM
- Hyatt Place New York Chelsea: 8.2 from 13,218 reviews, breakfast, free cancellation
- Clear forecast Friday and Saturday, highs of 63°F, 5% to 7% rain
$2,030 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $854 + hotel $1,037 + resort fee $139, taxes in · a checked bag each adds about $180
JetBlue · nonstop · 1h 14m
The catch: A checked bag isn't in the $2,030; it's about $180 for two, so pack carry-on only if you want the total to hold.
Worth it if you want a fast, walkable city weekend of shows and museums; skip it if you're after quiet or a slow pace.
The weekend after · from BostonLowest in 30 daysWorth it, if
Bermuda
Oct 30–Nov 1, 2026 · 2 nights
- BermudAir nonstop from Boston in 2h 24m, leaving 10:45 AM
- $409 per person, $145 below the typical fare on this route
- Typical highs of 76–77°F for the dates, lows near 73°F
$1,402 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $818 + hotel $501 + resort fee $83, taxes in · a checked bag each adds about $160
BermudAir · nonstop · 2h 24m
The catch: A checked bag is about $160 for two and isn't in the total, and late October is hurricane season, with drizzle in the weather normals.
Worth it if a mild weekend of walks, caves and maybe a swim suits you; skip it if a beach day getting rained out would ruin the trip.
A week away · from BostonLowest in 30 daysWorth it, if
Orlando
Nov 14–21, 2026 · 7 nights
- $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
$1,184 for two · 7 nights · flights, hotel, taxes, fees & the resort fee
Flights $412 + hotel $695 + resort fee $77, taxes in · a checked bag each adds about $140
Southwest · with a stop · 7h 5m
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.
Just found · from Boston30% below typicalWorth it, if
Asheville
Oct 30–Nov 1, 2026 · 2 nights
- $401 per person, $178 below the typical fare on this route
- La Quinta scores 8.4 from 1,005 reviews, breakfast and free cancellation
- Peak fall foliage on the Parkway, highs of 59–62°F
$1,208 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $801 + hotel $365 + resort fee $42, taxes in · a checked bag each adds about $200
Allegiant · with a stop · 18h 37m
The catch: The fare has one stop, the return leaves 7:55 PM Sunday and lands 12:09 PM Monday, and a checked bag is about $200 for two.
Worth it if you want fall color, breweries and bluegrass for less; skip it if a stop and an overnight return would wreck your Monday.
All trips from Boston · St. Pete / Clearwater from every city · Prices on this route · Trips in October 2026 · Home
St. Pete / Clearwater in pictures
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. We use AI tools to draft the text of each page from the data on it; code checks every number in the draft against that data and rejects what does not match, and the team reviews pages and fixes or removes what readers report. How we pick · Report a mistake.
Image credits
- Photo: Miriam Salgado / Pexels, Pexels License
- Photo: Solvej Nielsen / Pexels, Pexels License
- Photo: Jeffrey Eisen / Pexels, Pexels License