St. Pete / Clearwater from San Juan, Oct 30–Nov 1: $720 for two, all in
The verdict
Our verdict
Worth it, if
- $152 per person, $56 below the typical fare on this route
- Clearwater Beach Hotel: free cancellation, rated 7.5 from 2,678 reviews
- Typical highs of 77–80°F, plus Pier 60 sunsets on Clearwater Beach
The catch: The $152 fare has one stop and 16h 4m of travel, the return lands Monday, Nov 2 at 1:25 PM, and a checked bag is about $240 for two.
Worth it if you can take Monday off and want an easy Gulf beach weekend; skip it if 16h 4m of travel is too much for two nights.
Worth it if you can take Monday off. The trip costs $720 for two, all in: $304 for the flights and $376 for 2 nights at Clearwater Beach Hotel, plus its $40 resort fee, with taxes and fees included. You fly Friday, Oct 30 and come back Sunday, Nov 1, 2026 on Frontier (F9) to Tampa with one stop, so it isn't nonstop, and a checked bag and spending money cost extra.
The total, before you go
$720 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $304 |
| Clearwater Beach Hotel, 2 nights, two guests, taxes in | $376 |
| Resort fee, collected at the desk | $40 |
| The total, before you go | $720 |
| A checked bag each, round trip (not in the total) | about $240 |
$56 per person below the typical fare on this route.
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
$152 per person, round trip
$304 for two, taxes and fees included · Frontier · 1 stop · 16h 4m
Out Fri, Oct 30, 4:36 PM – Fri, Oct 30, 7:54 PM · back Sun, Nov 1, 11:39 PM – Mon, Nov 2, 1:25 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $152 | 1 stop | 16h 4m |
| Frontier | $191 | nonstop | 3h 18m |
| Frontier | $188 | 1 stop | 20h 9m |
Prices checked Oct 15, 2026, 11:22 AM AST. Prices change; the binding price is the one on the booking site.
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Why now
The fare is $152 per person, $56 below the typical fare on this route. Across 9 checks, the lowest fare we've seen is $151. For these dates, fares ran from $152 to $324 per person. With the hotel and its $40 resort fee, the whole trip comes to $720 for two before you go. That's the price we found when we checked, and prices change. Late October is mild on the Gulf, with typical highs of 77–80°F and lows near 64°F. Expect possible drizzle Friday, clouds Saturday and mostly clear skies Sunday. The crowded month here is March, with spring break and spring training, so this weekend falls well outside it. Heads-up: we also saw a Frontier nonstop at $191 per person, 3h 18m each way, if you'd rather save time than money.
The kind of trip this is
This is a slow Gulf beach weekend: calm water and sugar-white sand on Clearwater Beach, a Pier 60 sunset and a grouper sandwich at John's Pass Village. It suits a couple or two friends who want a reset without needing a passport. If the sky stays gray, you can visit a museum in St. Petersburg. The pace is easy once you land, though the trip there and back takes a real bite out of two nights.
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 hotels are on Clearwater Beach, the stretch with powder-white sand, Pier 60 sunsets and family resorts. Clearwater Beach Hotel is the best value and the one in our total: $376 for the stay ($188 a night) plus a $40 resort fee. It's rated 7.5 from 2,678 reviews and has free cancellation. Devon Shores is the top rated at 9.3 from 1,332 reviews. It's $405 for the stay ($203 a night) plus $47 paid at the property, also with free cancellation. Hilton Clearwater Beach Resort & Spa is the 4-star resort option at $503 ($252 a night) plus $58. It's rated 7.7 from 1,119 reviews, and the price is for an interior room with no free cancellation. If you'd rather stay somewhere quieter, St. Pete Beach is a calmer Gulf beach and home to the landmark Don CeSar.
Clearwater Beach Hotel
$376 for 2 nights, two guests · $188 a night
See roomsDevon Shores
$405 for 2 nights, two guests · $203 a night
See roomsHilton Clearwater Beach Resort & Spa
$503 for 2 nights, two guests · $252 a night
See roomsAll hotels in St. Pete / Clearwater for these dates
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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, a good pick for a cloudy 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
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Getting there and around
| Airports in San Juan | Luis Muñoz Marín International (SJU) |
|---|---|
| Airports in St. Pete / Clearwater | Tampa International (TPA), St. Pete-Clearwater International (PIE) |
| Flight time | 16h 4m (1 stop) |
| Distance | 1,245 miles each way |
| Time difference | same time zone |
What 2 nights in St. Pete / Clearwater costs
| Estimate | |
|---|---|
| Flights for two | $304 |
| Hotel, 2 nights (Clearwater Beach Hotel) | $376 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $1,200 |
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: San Juan to St. Pete / Clearwater
| Per person | |
|---|---|
| This trip | $152 per person |
| Lowest in the last 30 days | $151 (Oct 15, 2026) |
| Typical price, last 60 days | $208 |
| Price checks | 9 |
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 from San Juan, and you pay in US dollars.
- Flights land at Tampa International (TPA). St. Pete-Clearwater International (PIE) also serves the area.
- A checked bag isn't in the $720 total. Plan on about $240 for two.
- Clearwater Beach Hotel and Devon Shores have free cancellation. Hilton Clearwater Beach Resort & Spa doesn't.
- Prices are all-in, with taxes and fees, as found when we checked. They can change before you book.
Questions readers ask
Is it worth it?
Worth it if you can spare Monday. The fare is $56 below the typical fare on this route, but the $152 option has one stop and 16h 4m of travel. The return leaves at 11:39 PM Sunday and lands Monday, Nov 2 at 1:25 PM.
How much is the whole trip for two?
$720, all in. That's $304 for the flights, $376 for 2 nights at Clearwater Beach Hotel and its $40 resort fee. A checked bag is about $240 for two. We'd budget $520 for two in spending money, which brings the trip to $1,200.
Is there a nonstop?
Yes. We saw a Frontier nonstop at $191 per person, 3h 18m each way. The $152 fare in our total has one stop.
Do I need a passport?
No. It's a domestic trip from San Juan, and you pay in US dollars.
What is the weather like?
Typical highs for these dates are 77–80°F, with lows near 64°F. Expect possible drizzle Friday, Oct 30, overcast skies Saturday and mostly clear skies Sunday, Nov 1. These are seasonal averages, not a forecast.
Is 2 nights enough?
For a beach-and-sunset reset, yes. You get Saturday on Clearwater Beach, a Pier 60 sunset and maybe the Dalí Museum. With one stop, though, travel takes up much of Friday and Monday.
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$1,745 for two · 7 nights · flights, hotel, taxes & fees
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All trips from San Juan · St. Pete / Clearwater from every city · Prices on this route · Trips in October 2026 · Home
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