Key West from Raleigh-Durham, Nov 27–30: $1,448 for two, all in
The verdict
Our verdict
Worth it, if
- $221 per person, $23 below the typical fare on this route
- Typical highs of 75–77°F and lows near 73°F for your dates
- Blue Flamingo Resort Key West scores 8.4 from 1,583 reviews
The catch: The MX return leaves Monday at 4:09 PM with one stop and lands Tuesday, Dec 1 at 3:28 PM; checked bags are about $160 for two.
Worth it if you want a warm long weekend and can give up Tuesday to travel; skip it if you need to be home Monday night.
Worth it if you can live with a slow trip home: $1,448 for two covers the flights at $441, 3 nights at Blue Flamingo Resort Key West at $906 and its $101 resort fee, taxes and fees included. You leave Friday, Nov 27 and fly back Monday, Nov 30, 2026 on MX with one stop, and the return doesn't land until 3:28 PM on Tuesday, Dec 1. Checked bags aren't in that total.
The total, before you go
$1,448 for two · 3 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $441 |
| Blue Flamingo Resort Key West, 3 nights, two guests, taxes in | $906 |
| Resort fee, collected at the desk | $101 |
| The total, before you go | $1,448 |
| A checked bag each, round trip (not in the total) | about $160 |
$23 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $40 each way per bag on Breeze, $160 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
$221 per person, round trip
$441 for two, taxes and fees included · Breeze · 1 stop · 25h 53m
Out Fri, Nov 27, 8:45 AM – Fri, Nov 27, 11:19 AM · back Mon, Nov 30, 4:09 PM – Tue, Dec 1, 3:28 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Breeze | $221 | 1 stop | 25h 53m |
| Breeze | $221 | nonstop | 2h 34m |
| F9 + G4 | $223 | 1 stop | 42h 47m |
Prices checked Oct 14, 2026, 6:08 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
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Why now
At $221 per person, the fare is $23 below the typical fare on this route, a 9% gap against the $244 median of our earlier checks. Of the 12 offers we saw, fares ran from $221 to $278 per person, so this one sits at the low end. With 3 nights at Blue Flamingo Resort Key West and its resort fee, the whole trip comes to $1,448 for two before you go. The dates look warm: typical highs of 75–77°F and lows near 73°F, mostly overcast, with drizzle in the outlook for Monday, Nov 30. November is still hurricane season, so check the forecast before you leave. It's a good fit for a long weekend of sunsets, reef time and walking around Old Town. Prices are what we found when we checked, and they can change.
The kind of trip this is
An easygoing island getaway with a bit of everything: beach time, history, live music and long sunset evenings. It suits a couple or two friends who like to walk everywhere, keep the days loose and pick one big outing, like a reef trip or the Overseas Highway. Duval Street has nightlife if you want it, and quieter corners are close by if you don't.
Weather in Key West, Nov 27–30
Typical highs 75–77°F, lows near 73°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri, Nov 27 | 77 °F | 74 °F | Overcast |
| Sat, Nov 28 | 75 °F | 71 °F | Overcast |
| Sun, Nov 29 | 76 °F | 72 °F | Overcast |
| Mon, Nov 30 | 76 °F | 73 °F | Drizzle |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Key West
Blue Flamingo Resort Key West is our best-value pick: $906 for the 3 nights ($302 a night) in a One Queen Bed room, plus a $101 resort fee, both counted in the $1,448 total. It scores 8.4 from 1,583 reviews. The top-rated pick is Hyatt Vacation Club at Windward Pointe, 9.0 from 892 reviews, at $1,362 for the stay ($454 a night) for a Two-Bedroom Villa, plus $150 in fees at the property. Hilton Key West Resort & Marina, our budget pick, comes in at $933 ($311 a night) for a king room with a balcony and partial ocean view, scores 8.6 from 1,086 reviews and adds $104 in fees. If you're choosing an area, Old Town puts most sights within walking distance, Truman Annex is quieter, and New Town has lower rates near the airport. None of the three offers free cancellation.
Blue Flamingo Resort Key West
$906 for 3 nights, two guests · $302 a night
See roomsHyatt Vacation Club at Windward Pointe
$1,362 for 3 nights, two guests · $454 a night
See roomsHilton Key West Resort & Marina
$933 for 3 nights, two guests · $311 a night
See roomsAll hotels in Key West 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 Key West
- Old Town: Conch houses, Duval Street bars and most sights within walking distance.
- Duval Street: Right in the thick of the bars and live music.
- Truman Annex: Quiet gated streets steps from Old Town and Fort Zachary Taylor beach.
- New Town: Chain hotels near the airport and Smathers Beach at lower rates.
What to do in Key West
- Watch the sunset celebration in Mallory Square
- Tour the Ernest Hemingway Home and meet its six-toed cats
- Snorkel or dive the reef at Dry Tortugas National Park
- Drive the Overseas Highway across the Seven Mile Bridge
- Eat key lime pie on Duval Street
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Getting there and around
| Airports in Raleigh-Durham | Raleigh-Durham International (RDU) |
|---|---|
| Airports in Key West | Key West International (EYW), Miami International (MIA) |
| Flight time | 25h 53m (1 stop) |
| Distance | 798 miles each way |
| Time difference | same time zone |
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
What 3 nights in Key West costs
| Estimate | |
|---|---|
| Flights for two | $442 |
| Hotel, 3 nights (Blue Flamingo Resort Key West) | $906 |
| Food, getting around and tickets, 3 days for two | $1,140 |
| Total for two | $2,488 |
Flights and hotel are the prices we found; spending is a planning estimate for a luxury destination, per person per day times two.
Price history: Raleigh-Durham to Key West
| Per person | |
|---|---|
| This trip | $221 per person |
| Lowest in the last 30 days | $220 (Oct 14, 2026) |
| Typical price, last 60 days | $244 |
| Price checks | 6 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for Key West.
- Currency: US dollar (USD).
- Hurricane season; hotel rates drop in late summer
- No passport needed, you pay in US dollars and there's no time difference from Raleigh-Durham.
- None of the three hotels we priced offers free cancellation.
- Checked bags aren't in the total; they run about $160 for two.
- A Breeze nonstop showed up at $442 for two, listed at 2h 34m, if you'd rather skip the stop.
- November falls in hurricane season, so check the forecast closer to the trip.
Questions readers ask
Is it worth it?
For most couples, yes, if the return works for you. The fare is $23 per person below the typical fare on this route and highs run 75–77°F. The catch is the MX return: it leaves Monday at 4:09 PM and lands Tuesday at 3:28 PM.
How much is the whole trip for two?
$1,448, all in: $441 for two round-trip flights plus $906 for 3 nights at Blue Flamingo Resort Key West and its $101 resort fee, taxes and fees included. Checked bags, about $160 for two, and spending money aren't in that total.
Is there a nonstop?
The fare in our total is MX with one stop. We also saw a Breeze nonstop at $442 for two, listed at 2h 34m, which is worth checking if you'd rather skip the long trip home.
What's the weather like?
Typical highs of 75–77°F and lows near 73°F for these dates. The outlook is mostly overcast, with drizzle on Monday, Nov 30. November is still hurricane season, so check the forecast before you go.
Do I need a passport?
No. Key West is in Florida, you pay in US dollars, and it's on the same time as Raleigh-Durham.
Is 3 nights enough?
For a long weekend, yes. That's time for the sunset at Mallory Square, the Hemingway Home, key lime pie on Duval Street and one bigger day, like the reef at Dry Tortugas National Park.
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All trips from Raleigh-Durham · Key West from every city · Prices on this route · Trips in November 2026 · Home
Key West in pictures
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Image credits
- Photo: Vincent Gerbouin / Pexels, Pexels License
- Photo: Dominik Gryzbon / Pexels, Pexels License
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