Hello hello, happy Friday! We just got back from Brussels (the full gay guide lands Sunday), and the cold has officially found us.
So this week is all about winter: the 11 gayest places to ring in 2027, 52 finds for a very gay winter getaway, and this week's Hot 10 Deals at the bottom
Here's what's on tap:
🎆 The 11 gayest places to ring in 2027: circuit weeks, a drag queen in a giant red shoe, and when to book
🛍 52 Finds for your Gay Winter Getaway: a GAAAAAY hat, the neck pillow we swear by, and 50 more must-haves
🔥 The Hot 10 Deals: the best travel deals we could find this week
Let's get into it. 👇
The 11 GAYEST places to ring in 2027
Some people want to spend New Year's Eve on the couch in sweatpants. If that’s you, you can scroll down to the next section
For the rest of us, NYE is the gay Super Bowl, and there's a big queer party waiting on pretty much every continent: a week of circuit parties in Rio, a week of pool parties in Puerto Vallarta, and, of course, Key West's Red Shoe Drop. Times Square could never.
We’re about 10 weeks out, which is when the best rooms and flights go first. Check out the full list.
52 Finds for a Very Gay Winter Getaway
Christmas markets, ski weeks, a midnight countdown somewhere freezing: winter is coming for all of us. So we rounded up 52 finds, from the stuff we travel with (hi, neck pillow) to a hat that says GAAAAAY so nobody has to ask. Our 5 favorites:
Every Christmas market has a dress code, and it's this. Wear it to the ugly-sweater party, the Pink Christmas market in Munich, and your family's house if you're feeling brave. Get it →
A travel blanket, an inflatable neck pillow and an eye mask in one set, because the airline blanket is a sad little square of polyester (if they hand one out at all). Winter flights are cold. This fixes it. Get it →
A rechargeable handheld bidet that fits in the dopp kit. Looks like a water bottle. Most hotel bathrooms don't come with one, and some of us like to be... prepared. Get it →
Contoured cups mean zero pressure on your eyes (and your lashes), and it blocks out the light completely. For the red-eye, the hotel with the thin curtains and the night you got in at 6am. Get it →
Our best seller of the past month (and the one we used this morning)(we'll leave it there). Silicone so it lasts, unscented, and the 2oz bottle fits under the TSA liquids limit. Get it →
Category is: Hot Travel Deals — 10s across the board.
Madrid, Andalusia, Valencia and Barcelona, with flights from the US included (was $3,999). Basically a Chueca-to-Gaixample bar crawl with tapas breaks. Book it →
Venice in, Rome out, superior hotels in between (was $6,169). Finish on Rome's Gay Street by the Colosseum. Gondola selfies mandatory. Book it →
For two, with daily breakfast and a $200 resort credit (reg. up to $2,365). Puerto Vallarta's gay bars are about 45 minutes down the coast (pace yourselves). Stays through Feb, no flights, taxes extra, and the holidays are blacked out. Book it →
On the Sunset Strip, with a $100 hotel credit, welcome cocktails and the rooftop pool (valued up to $1,368). The Santa Monica Blvd bars are a stroll downhill (the walk back up is your cardio). Member price, free sign-up, travel through Sept 2027. Book it →
Bangkok, Khao Sok, Koh Phangan, Koh Tao, Phi Phi and Phuket (from $1,425), ending in Patong, steps from the gay bars of Paradise Complex. Bring sunscreen and stamina. Nov 8 and Nov 28 departures only; no flights. Book it →
Tokyo to Osaka via Hakone, a temple stay in Takayama and Kyoto, with a sushi class and a kendo lesson thrown in (from $2,645). It starts in Tokyo, so night one is Shinjuku Ni-chome. $250 deposit holds it; no flights. Book it →
Round-trip flights from Miami plus 5 nights, Nov 6–12, when the beaches are empty and it's still around 70°F. Paella for every meal is allowed. Price is per person with 4 sharing (activate the group chat). Book it →
8 nights at The Rex Hotel, a historic Porto mansion, plus round-trip flights from Miami, Nov 9–18. Port wine, riverside sunsets, and a week to recover from both. Per person with 4 sharing. Book it →
Up to 54% off, with the $28 nightly urban fee waived, Nov–March (Sun–Thu; weekends from $65). Spend the savings in Northalsted (and on a coat). Book it →
KnowRoaming's global eSIM, 70% off (was $116.65), and it pairs with every trip above. Land, scan a QR code, open Grindr (or whatever else you open first). Full speed up to 2 GB a day. Get it →
Prices checked Friday morning. Deals sell out fast — if it's gone, it's gone.
That's all for this week — thanks for reading — we'll see you Sunday 😘😘
PS — Planning a trip? Reply to this email for custom recs — we'll point you toward the best queer-friendly spots, deals, and stays.