The weekend after

Charleston from San Juan, Oct 23–25: $1,152 for two, all in

The verdict

Our verdict

Worth it, if

  • Fare of $423 per person, $87 below the typical $510
  • Highs of 76–81°F and a 10–14% rain chance for walking
  • Hampton Inn rated 8.5 from 388 reviews, breakfast included

The catch: One stop each way adds up to 29h 19m of travel, the return lands Monday at 1:31 PM, and October is hurricane season.

Worth it if you can take Monday off and want a weekend of walking and eating; skip it if a long one-stop trip for two nights wears you out.

Worth it if you can spare Monday: $1,152 for two covers the flights at $845 plus 2 nights at the Hampton Inn & Suites North Charleston-University Boulevard at $307, taxes and fees included. You fly out Friday, Oct 23 and fly home Sunday, Oct 25, 2026 on F9 + MX with one stop each way. Resort fees, a checked bag and spending money are not in the total.

Charleston: Aerial cityscape of Charleston, SC showcasing historic architecture under a cloudy sky.
Photo: Connor Scott McManus / Pexels, Pexels License

The total, before you go

$1,152 for two · 2 nights · flights, hotel, taxes & fees

For two
Flights for two, round trip$845
Hampton Inn & Suites North Charleston-University Boulevard, 2 nights, two guests, taxes in$307
The total, before you go$1,152
A checked bag each, round trip (not in the total)about $240

$87 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); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.

The flight

$423 per person, round trip

17% below typical

$845 for two, taxes and fees included · F9 + MX · 1 stop · 29h 19m

Out Fri, Oct 23, 7:00 AM – Fri, Oct 23, 9:01 PM · back Sun, Oct 25, 10:13 PM – Mon, Oct 26, 1:31 PM

See flights

Other fares we saw for these dates
AirlinePer personStopsDuration
F9 + MX$4231 stop29h 19m
B6 + MX$4521 stop27h 19m
F9 + MX$4521 stop24h 31m

Prices checked Oct 13, 2026, 4:07 AM AST. 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

A tweak builds a new page with live prices in about two minutes; an answer comes from this page’s facts.

Why now

The fare is $423 per person, $87 below the typical fare on this route, which is $510 per person, so it's 17% under. We checked 12 fares and they ran from $423 to $535, so this one is the lowest we saw. The forecast for Oct 23–25 shows highs of 76–81°F and lows of 65–67°F. Friday and Saturday look overcast, Sunday looks clear, and the chance of rain is 10–14%. That's good weather for walking Rainbow Row and the Battery, and still warm enough for an afternoon at the beach. Heads-up: October is hurricane season, with occasional tidal flooding, so keep an eye on the forecast. The trip comes to $1,152 for two before you go. Add the $520 we budget for spending and the weekend comes to $1,673 for two. These prices are what we found when we checked, and they can change.

The kind of trip this is

This is a city and food weekend with a beach option: pastel houses, horse carriages, cobbled lanes and Lowcountry cooking, with barrier-island beaches minutes away. It suits a couple or two friends who like to walk all day and take their time over dinner. The pace is short and full. You land Friday night, have all of Saturday, and have most of Sunday before a 10:13 PM flight home.

Weather in Charleston, Oct 23–25

Highs 76–81°F, little rain expected

Forecast for the trip days
DayHighLowRain chance
Fri, Oct 2376 °F65 °F10%
Sat, Oct 2479 °F67 °F14%
Sun, Oct 2581 °F66 °F10%

Weather data by Open-Meteo.com

Where to stay in Charleston

All three picks are in North Charleston, so you'll drive to the Historic District / South of Broad, where the antebellum mansions and cobbled lanes are all walkable, and to King Street, the main shopping and restaurant strip. Hampton Inn & Suites North Charleston-University Boulevard is the best value at $307 for the stay ($154 a night). It's rated 8.5 from 388 reviews and includes breakfast, but it has no free cancellation. Holiday Inn Express Hotel & Suites Charleston - Northwoods by IHG has the top rating, 9.2 from 245 reviews, at $389 for the stay ($195 a night), with breakfast and free cancellation. Hyatt Place North Charleston is $337 for the stay ($169 a night) and has the most reviews, rated 7.7 from 1,574, with breakfast included.

Hampton Inn & Suites North Charleston-University Boulevard

★★★ 8.5 388 reviews

North Charleston, CharlestonQueen Room with Two Queen Beds - Mobility and Hearing Access/Non-Smokingbreakfast

$307 for 2 nights, two guests · $154 a night

See rooms

Holiday Inn Express Hotel & Suites Charleston - Northwoods by IHG

★★ 9.2 245 reviews

North Charleston, CharlestonStandard Room with Two Queen Bedsbreakfastfree cancellation

$389 for 2 nights, two guests · $195 a night

See rooms

Hyatt Place North Charleston

★★★★ 7.7 1,574 reviews

North Charleston, CharlestonKing Room with Sofa Bedbreakfast

$337 for 2 nights, two guests · $169 a night

See rooms

All hotels in Charleston 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 Charleston

  • Historic District / South of Broad: Antebellum mansions and cobbled lanes, all walkable.
  • King Street: Boutique hotels amid the main shopping and restaurant strip.
  • Upper King / Cannonborough: Newer hotels near the busiest restaurants and bars.
  • Mount Pleasant: Across the bridge, close to Sullivan's Island beaches.
  • Isle of Palms: Beach resorts twenty minutes from downtown.

What to do in Charleston

  • Walk Rainbow Row and the Battery at sunset
  • Eat shrimp and grits at a Lowcountry table like Husk or FIG
  • Take the boat to Fort Sumter
  • Tour the Magnolia or Middleton Place plantation gardens
  • Swim at Sullivan's Island or Folly Beach on clear Sunday, forecast at 81°F

Also worth it

  • Tour Magnolia or Middleton Place plantation gardens

Tours and tickets in Charleston

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 San JuanLuis Muñoz Marín International (SJU)
Airports in CharlestonCharleston International (CHS)
Flight time29h 19m (1 stop)
Distance1,309 miles each way
Time differencesame time zone

What 2 nights in Charleston costs

Estimate
Flights for two$846
Hotel, 2 nights (Hampton Inn & Suites North Charleston-University Boulevard)$307
Food, getting around and tickets, 2 days for two$520
Total for two$1,673

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 Charleston

Per person
This trip$423 per person
Lowest in the last 30 days$316 (Oct 12, 2026)
Typical price, last 60 days$510
Price checks12

Every price we found on this route

Good to know

  • Passport: no passport needed for travelers from the United States: a government photo ID is enough for Charleston.
  • Currency: US dollar (USD).
  • Hurricane season with occasional tidal flooding
  • No passport needed, you pay in US dollars, and there's no time difference from San Juan.
  • Outbound leaves SJU Friday at 7:00 AM and lands at CHS at 9:01 PM, with one stop.
  • The return leaves Sunday at 10:13 PM and lands Monday at 1:31 PM.
  • October is in hurricane season, with occasional tidal flooding.
  • Only the Holiday Inn Express has free cancellation. All three hotels include breakfast.

Questions readers ask

Is it worth it?

Yes, if you can take Monday off. The fare is $423 per person, 17% below the typical $510, and the forecast shows highs of 76–81°F. The catch is one stop each way and 29h 19m of travel round trip.

How much is the whole trip for two?

$1,152 for two: $845 for the flights plus $307 for 2 nights at the Hampton Inn, taxes and fees included. A checked bag, resort fees and spending money are extra. We budget $520 for spending, which brings the weekend to $1,673.

Is there a nonstop?

Not on these dates. Every fare we found has one stop. The F9 + MX fare leaves Friday at 7:00 AM and lands at 9:01 PM.

Do I need a passport?

No. It's a domestic trip from San Juan to Charleston, you pay in US dollars, and there's no time difference.

What is the weather like?

Highs of 76°F Friday, 79°F Saturday and 81°F Sunday, with a 10–14% chance of rain. October is hurricane season, so check the forecast before you go.

Is 2 nights enough?

It works for a quick look at the city. You land Friday at 9:01 PM, so Saturday is your full day. Sunday is free until the 10:13 PM flight.

Also found for you

The newest finds from San Juan.

Just found · from San JuanLowest in 30 days

St. Pete / Clearwater

Oct 23–25, 2026 · 2 nights

  • Frontier nonstop from San Juan, 3h 10m, landing 7:49 PM Friday
  • $199 per person, $74 below the typical fare on this route
  • Highs of 85–86°F with a 7–11% chance of rain all weekend
The total, before you go

$814 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights $398 + hotel $376 + resort fee $40, taxes in · a checked bag each adds about $240

Frontier · nonstop · 3h 10m

The catch: Frontier's checked bags aren't in the total, at about $240 for two, and we didn't find return flight times.

Worth it if you can pack carry-on only and want an easy beach weekend; skip it if you need checked bags or a full-service resort.

Tweak this trip

A tweak builds a new page with live prices in about two minutes; an answer comes from this page’s facts.

Just found · from San JuanWorth it, if

St. Pete / Clearwater

Oct 16–18, 2026 · 2 nights

  • Frontier nonstop, 3h 10m, leaving Friday at 4:39 PM
  • Camelot Beach Suites on Clearwater Beach, rated 9.1 from 728 reviews
  • $307 per person, $133 below the highest fare we saw
The total, before you go

$953 for two · 2 nights · flights, hotel, taxes & fees

Flights $614 + hotel $339, taxes in · a checked bag each adds about $240

Frontier · nonstop · 3h 10m

The catch: Drizzle is in the forecast for Friday and Saturday, with a 36% rain chance Saturday, and none of the three hotels offers free cancellation.

Worth it if you want a short, easy beach weekend with no passport; skip it if you need a refundable room or a dry forecast.

Tweak this trip

A tweak builds a new page with live prices in about two minutes; an answer comes from this page’s facts.

Just found · from San JuanWorth it, if

Los Cabos

Nov 14–21, 2026 · 7 nights

  • $252 per person below the highest fare we saw for these dates
  • Lumina at Cardinal Cabo San Lucas, rated 9 by 588 guests
  • Free cancellation at Lumina at Cardinal Cabo San Lucas
The total, before you go

$1,745 for two · 7 nights · flights, hotel, taxes & fees

Flights $1,069 + hotel $676, taxes in · a checked bag each adds about $240

F9 + Y4 · with a stop · 49h 1m

The catch: Not nonstop: 3 stops on the way, 49h 1m in all.

Worth it if you want sun, sand and a pool; skip it if you want a city to walk.

Tweak this trip

A tweak builds a new page with live prices in about two minutes; an answer comes from this page’s facts.

More trips

Next weekend · from San JuanWorth it, if

Washington, D.C.

Oct 16–18, 2026 · 2 nights

  • citizenM Washington DC Georgetown, rated 9 by 275 guests
  • Highs 60–83°F, a small chance of rain
  • No passport needed
The total, before you go

$1,199 for two · 2 nights · flights, hotel, taxes & fees

Flights $708 + hotel $491, taxes in · a checked bag each adds about $180

JetBlue · with a stop · 7h 4m

The catch: Not nonstop: a stop on the way, 7h 4m in all.

Worth it if you want to walk, eat and see things; skip it if you want to switch off.

The weekend after · from San JuanLowest in 30 days

Atlanta

Oct 23–25, 2026 · 2 nights

  • Frontier nonstop, 4h 18m, landing at 9:29 PM Friday
  • $131 per person, $123 below the typical fare on this route
  • Highs of 72–77°F, with rain chances of 13% or less
The total, before you go

$497 for two · 2 nights · flights, hotel, taxes & fees

Flights $262 + hotel $235, taxes in · a checked bag each adds about $240

Frontier · nonstop · 4h 18m

The catch: A checked bag runs about $240 for two and isn't in the total, and the best-value hotel is out by the airport in College Park.

Worth it if you want a city weekend of history, food and the aquarium; skip it if you need a hotel within walking distance of the sights.

A week away · from San JuanWorth it, if

Aruba

Nov 14–21, 2026 · 7 nights

  • $596 per person, $76 below the typical fare on this route
  • Highs of 85–86°F all week, lows near 79°F
  • One-bedroom apartment near Eagle Beach for $86 a night, rated 8.5
The total, before you go

$1,794 for two · 7 nights · flights, hotel, taxes & fees

Flights $1,192 + hotel $602, taxes in · a checked bag each adds about $240

F9 + B6 · with a stop · 25h 55m

The catch: The lowest fare has 2 stops and the outbound takes 25h 55m, and resort fees and a checked bag are not in the total.

Worth it if you want a warm, dry beach week and don't mind two stops; skip it if a long travel day would spoil the trip.

Just found · from San JuanLowest in 30 days

St. Pete / Clearwater

Oct 23–25, 2026 · 2 nights

  • Frontier nonstop from San Juan, 3h 10m, landing 7:49 PM Friday
  • $199 per person, $74 below the typical fare on this route
  • Highs of 85–86°F with a 7–11% chance of rain all weekend
The total, before you go

$814 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights $398 + hotel $376 + resort fee $40, taxes in · a checked bag each adds about $240

Frontier · nonstop · 3h 10m

The catch: Frontier's checked bags aren't in the total, at about $240 for two, and we didn't find return flight times.

Worth it if you can pack carry-on only and want an easy beach weekend; skip it if you need checked bags or a full-service resort.

Just found · from San JuanWorth it, if

St. Pete / Clearwater

Oct 16–18, 2026 · 2 nights

  • Frontier nonstop, 3h 10m, leaving Friday at 4:39 PM
  • Camelot Beach Suites on Clearwater Beach, rated 9.1 from 728 reviews
  • $307 per person, $133 below the highest fare we saw
The total, before you go

$953 for two · 2 nights · flights, hotel, taxes & fees

Flights $614 + hotel $339, taxes in · a checked bag each adds about $240

Frontier · nonstop · 3h 10m

The catch: Drizzle is in the forecast for Friday and Saturday, with a 36% rain chance Saturday, and none of the three hotels offers free cancellation.

Worth it if you want a short, easy beach weekend with no passport; skip it if you need a refundable room or a dry forecast.

Charleston in pictures

Watch this price on WhatsApp

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