Caribbean

Black Friday is churning along with some quick trips this holiday season!

New York

United States

Saint Thomas

Saint Lucia

Bridgetown

Barbados

Kingstown

Saint Vincent and the Grenadines

St. John's

Antigua and Barbuda

Sint Maarten

Basseterre

Saint Kitts and Nevis

Santo Domingo

Dominican Republic

Nassau

Bahamas

Santiago

Boston

San Juan

Puerto Rico

Chicago

Philadelphia

The Caribbean 🪏 in $210s-$330s RT

Let's keep the Black Friday train rolling with a trip down south!

Kingston

Jamaica

Port of Spain

Trinidad and Tobago

Tobago

Georgetown

Guyana

Fort Lauderdale

Miami

Caribbean & Guyana 🤿 in $290s-$380s RT

We're talking warm sand and cool cocktails :-)

Cartagena

Colombia

Punta Cana

Cancún

Mexico

Tulum

San José del Cabo

Grand Cayman

Cayman Islands

Guatemala City

Guatemala

Newark

Montego Bay

Liberia

Costa Rica

San Jose, CR

Aguadilla

Orlando

Ponce

Tampa

Caribbean and more 🌎 in $150s-$370s RT

The Jeopardy! category is.... beachy destinations that have killer airfare deals today!

Grenada

Puerto Plata

Atlanta

Aruba

Central America & the Caribbean 🥭 in $170s-$360s RT

From the glittering shores of Aruba to the dense jungle of El Yunque, there's something for every taste here.

Providenciales

Turks and Caicos Islands

Belize City

Belize

La Romana

Denver

Austin

Los Angeles

Washington DC

The Caribbean 🪸 in $160s-$430s RT

Barbados 🔱 at $285 RT from New York-JFK

Martinique

Guadeloupe

Dominica

Italy

Germany

Gr&uuml;&szlig;e aus D&uuml;sseldorf, Travellers!
Thanks to your excellent suggestions over last week, I've got a packed schedule for my short time on the banks of the Rhine. As soon as we arrived yesterday, we headed into Little Tokyo, D&uuml;sseldorf's very own Japanese quarter, for a lunchtime bento box and a stroll through the Old Town.
Today's plans involve some serious public transport nerdery in nearby Wuppertal, where I'll be riding the famous Schwebebahn. For those not in the know, that's the <a href="http://theguardian.com/travel/2025/jun/09/riding-high-in-germany-on-the-worlds-oldest-suspended-railway">world's oldest suspended railway</a>.&nbsp;
Once we've had our fill of public transport (if that's even possible), it'll be time to use our two feet on a <a href="https://www.duisburg.de/microsites/visit_duisburg/discover_the_city/industrial_heritage/tiger-turtle.php">walking rollercoaster</a>. I'm expecting some great views and sore glutes after that! Don't worry, I'll report back on whether the burn is worth the reward.
Meantime, Flight Finder Olivia has put together all the essential info for making your Yellowstone dreams a reality, while Genora is helping you navigate the Caribbean, and Kash needs some more of your Italian wisdom.
Happy travels and safe landings,

Katy - Editor of The Detour

Travel insurance sorted quickly

Don&rsquo;t let your trip take off without insurance. Get covered fast. Compare travel and holiday insurance quotes from &pound;3.00*. 
<ul>
<li>Protects you from unexpected costs while travelling</li>
<li>We compare up to 47 trusted travel insurance companies1</li>
</ul>
 Disclaimer: *The cheapest price for a single-trip travel insurance policy. Based on 1 adult aged 30 with no pre-existing medical conditions, travelling to Spain for 3 nights. Confused.com data, June 2025. 
1Correct as of June 2025
<ul></ul>

In Partnership with Confused.com

Winging Your Way to Yellowstone National Park

San Diego native Olivia left home two years ago to live on the road. Since then, she's had homebases everywhere from Quebec to England to New Orleans, but she always ends up back on the West Coast. When she's not hiking through the desert or the woods, she can usually be found exploring her current city and scoping out the best bars and coffee shops.

By Olivia

If you&rsquo;ve only heard of one US National Park, there&rsquo;s a pretty good chance it&rsquo;s Yellowstone. Visitors have been flocking here to witness the wide open plains, roaring waterfalls, roaming bison, and geothermal weirdness since 1872.
In addition to being the first national park, it&rsquo;s also one of the largest &mdash; almost half the size of Slovenia &mdash; which can make it a bit daunting when you&rsquo;re in the early stages of planning.&nbsp;

The first decision you&rsquo;ll need to make? Where to begin your adventure! Because this massive park has a total of five entrances, Yellowstone visitors can fly in and out of several different airports dotted around the region. Each one comes with its own pros and cons, but all are within a day&rsquo;s drive of the park.&nbsp;
I&rsquo;m here to break down some of the most popular airports near Yellowstone and help you decide which one is right for your trip. Before we get going, keep these three things in mind:
<ul>
<li dir="ltr" role="presentation">Each one of these towns host plenty of tour companies, so non-drivers can also take their pick from any of these options.</li>
<li dir="ltr" role="presentation">Aside from one stretch of park inside the North Entrance, Yellowstone is closed from October-May due to weather. We&rsquo;ll be focusing on the fully operational months here.</li>
<li dir="ltr" role="presentation">Have a look at <a href="https://www.usgs.gov/media/images/yellowstone-national-park-map">this park map</a> to get your bearings. Note the entrances at the edges of the park; that&rsquo;s what we&rsquo;re measuring to get our drive times.</li>
</ul>
Now without further ado, here's where to fly into Yellowstone!

<h2 dir="ltr">West Yellowstone (WYS)</h2>
Montana
Why fly here?
Proximity to the park! This is the closest airport to Yellowstone. You can leave the airport parking lot and be at the West Entrance in less than ten minutes, and you can make it all the way to&nbsp;<a href="https://www.youtube.com/shorts/XVtdU6iuH_E">Old Faithful</a> in under an hour. The town itself is pretty small but has plenty of accommodations, so you don&rsquo;t have to sacrifice comfort for convenience either.

The catch? Severely limited flight options. Routes only go through Denver and Salt Lake. But if you don&rsquo;t mind stopping in one of those cities and splurging for the rarer flights, you&rsquo;ll be rewarded with the most seamless park access that a visitor can get.
<ul>
<li dir="ltr" role="presentation">Distance: 5 minutes from the West Entrance</li>
<li dir="ltr" role="presentation">Available routes: Non-stops to DEN, SLC (May-October) exclusively</li>
<li dir="ltr" role="presentation">Airlines: Delta, United (regional networks only, not the primary airline)</li>
<li dir="ltr" role="presentation">Rental Car Agencies: Avis, Budget</li>
</ul>

<h2 dir="ltr">Jackson Hole (JAC)</h2>
Wyoming
Why fly here?
You&rsquo;ll be right between Yellowstone and <a href="https://www.nps.gov/grte/index.htm">Grand Teton National Park</a>, its slightly less famous but just as beautiful neighbor (pictured below). This is the closest airport to Grand Teton, but it&rsquo;s also one of the most convenient options for Yellowstone.

Jackson Hole is a <a href="https://visitjacksonhole.com/stay">charming mountain town</a> that grew around visitors like you, so this option is perfect for people who want a comfortable homebase with accessibility to both parks. Spend your days hiking and paddling, then come on back for fine dining or local brews!&nbsp;
Routes are still a bit limited here, but way more varied than West Yellowstone&rsquo;s. Plus, take-offs and landings come with&nbsp;<a href="https://www.instagram.com/p/CfHzQyMs39P/">absolutely stunning views</a>.
<ul>
<li dir="ltr" role="presentation">Distance: 1 hour from the South Entrance</li>
<li dir="ltr" role="presentation">Available flight routes: <a href="https://www.jacksonholeairport.com/flights/">Daily flights</a> to some major US airports, no international non-stops</li>
<li dir="ltr" role="presentation">Airlines: Alaska, American, Delta, United</li>
<li>Rental Car Agencies: Avis/Budget, Enterprise, Hertz, National</li>
</ul>

<h2 dir="ltr">Salt Lake City (SLC)</h2>
Utah
Why fly here?
Salt Lake isn&rsquo;t exactly close to the parks, but it&rsquo;s the closest major city with a big international airport. That all means it's usually the cheapest airport to fly into Yellowstone. And that extra time in the car won&rsquo;t be a slog &mdash; this is an <a href="https://www.yellowstonepark.com/road-trips/road-trip-itineraries/salt-lake-city-to-yellowstone-road-trip/">established road trip route</a>.

With by FAR the most options for routes and airlines, this is also typically the best choice for people flying into Yellowstone from overseas. We&rsquo;re talking hundreds of dollars cheaper than the other airports at times! And while it&rsquo;s not exactly convenient, the drive is totally doable in one day, so you need not spend any extra cash on hotels if you don&rsquo;t want to.&nbsp;
<a href="https://members.jacksflightclub.com/articles/your-guide-to-flying-into-yellowstone">Read more...</a>

Travel Tips

Win A Glamorous Night Out In London

It's said there are three great quests in life:&nbsp;1)&nbsp;To find love.&nbsp;2)&nbsp;To find meaning.&nbsp;3)&nbsp;And to win an insane competition for&nbsp;the ultimate luxury night out for four people&nbsp;involving wine, cocktails, and unique luxury dining experiences.&nbsp;
Which, our friends over at London's finest city guide&nbsp;<a href="https://thenudge.com/" target="_blank" data-saferedirecturl="https://www.google.com/url?q=https://thenudge.com/&amp;source=gmail&amp;ust=1756982549610000&amp;usg=AOvVaw2x3wyahJgW_cUf8P1PJEUh" rel="noopener">The Nudge</a>. can help with.&nbsp;
What&rsquo;s involved? Well, first you and three (incredibly grateful) buddies will start with cocktails at Mexican-Japanese&nbsp;Los Mochis, City, where you&rsquo;ll have&nbsp;&pound;100 to spend on&nbsp;stunning drinks&nbsp;either in their world-class Agaveria and lounge, or on their panoramic rooftop terrace should the weather see fit.
Then, things move onto&nbsp;LUNA&nbsp;-&nbsp;an intimate omakase restaurant&nbsp;perched on the 9th floor, overlooking the city.&nbsp;With only 12 seats in the whole restaurant, your group will be taking up a full third of the jewel-box space. And what follows will be a dozen courses from a theatrical, boundary-pushing menu that fuses storytelling with spectacular food. Expect welcome cocktails, some incredible food, wine pairings, and no bill at the end.
To enter, you don't need to guess how many jellybeans there are in a jar, or solve a riddle, or do a backflip - just click below&hellip;

In Partnership with The Nudge

Caribbean Island Hopping Without Breaking the Bank

"I am looking for tips, tricks and advice on island hopping in the Carribbean. I have signed up for a 1-week singing retreat on Dominica at the end of February 26.
Ideally, I would spend the 8 weeks before the retreat exploring the islands. I want to avoid the US- governed/administered islands.
I am a budget traveller who hates resorts. I am happiest mingling with the locals, enjoying their art, culture and music.
Public transport on the islands is just fine, but what about on water? Commercial flights and ferries add up real fast. Is there a way to find a boat that takes passengers from island A to island B?
Thanks for any advice." -&nbsp;Kerstin in Wakefield, Quebec

Genora loves spotting a great flight deal&hellip; and then putting it to good use! She's lived in more than five countries to date, and enjoys adding new places to her ever-growing travel bucket list.

Answered by Genora

Hi Kerstin, a singing retreat in Dominica sounds amazing!
And I totally get wanting to do some sightseeing beforehand. To stay on budget and avoid the US-run islands, I&rsquo;d suggest focusing on the Lesser Antilles. The FRS Express runs a reliable ferry corridor connecting Guadeloupe -&gt; Dominica -&gt; Martinique -&gt; Saint Lucia.
One option is to fly into St Vincent &amp; the Grenadines (SVG) &mdash; flights are usually cheaper via the US, but sometimes you&rsquo;ll find good routes with a stop in Toronto or Ottawa. From a base in Kingstown, you can ferry-hop to Bequia, Canouan, Mayreau, and Union Island on local ferries (usually around US$10&ndash;20 per leg).
From there, take a short flight (about 45 minutes) from SVG to Saint Lucia. If you time it right, try to land there on a Friday for the legendary Gros Islet Friday Night Street Party.
Next, catch the FRS ferry to Martinique (~90 minutes), then continue north through Dominica and up to Guadeloupe, where you can do easy side trips to Les Saintes and Marie-Galante. Afterward, head back down to Dominica for your retreat.

FRS also runs ferries to islands like St Kitts and Montserrat, but those routes tend to be pricier. This route works nicely because your biggest transport cost will be the international flight from Qu&eacute;bec to SVG. After that, it&rsquo;s just one short SVG &rarr; Saint Lucia flight, and the rest is ferries - usually &euro;19&ndash;31 for FRS depending on fare class. I&rsquo;ve attached an <a target="_blank" class="c-link" data-stringify-link="https://www.frs-express.com/fileadmin/user_upload/frs-express-des-iles/documents/BROCHURE_INTERACTIVE_FRS-ENG-web.pdf" data-sk="tooltip_parent" href="https://www.frs-express.com/fileadmin/user_upload/frs-express-des-iles/documents/BROCHURE_INTERACTIVE_FRS-ENG-web.pdf" rel="noopener noreferrer">FRS brochure</a>&nbsp;that might come in handy.
If you&rsquo;d prefer to avoid commercial ferries altogether, there&rsquo;s also the option of yacht hitchhiking or crewing through sites like <a target="_blank" class="c-link" data-stringify-link="https://www.crewbay.com/" data-sk="tooltip_parent" href="https://www.crewbay.com/" rel="noopener noreferrer">CrewBay</a>&nbsp;or&nbsp;<a target="_blank" class="c-link" data-stringify-link="https://www.findacrew.com/" data-sk="tooltip_parent" href="https://www.findacrew.com/" rel="noopener noreferrer">FindACrew</a>. These usually work on a cost-sharing basis, but you&rsquo;d need to stay flexible on timing (don&rsquo;t expect same-day departures). If you go that route, take safety seriously: verify the captain&rsquo;s ID/registration, and make sure they&rsquo;re clearing through official ports only.&nbsp;
And then there's the option of mail boats, which <a href="https://members.jacksflightclub.com/articles/the-mailboat-chronicles-sailing-the-bahamas-like-a-local">Kash wrote about a couple of months back</a>. They are definitely the slow way to travel, and harder to find. But if you're up for doing some research, you might strike gold.
I hope this helps you plan, Kerstin! If any of you other intrepid island hoppers have some tips to share, please <a href="https://members.jacksflightclub.com/articles/detour-203-winging-to-yellowstone-caribbean-sailing#comments">hop into the comments</a>.

Lucca-ing for some advice&hellip;

Flight Finder Akasha finds phenomenal flights faster than you can decide where you want to take a trip to next. A pro at finding the best of the best fares, she's also a master at sharing must-visit spots for when you land.

By Akasha

Hello, lovely readers. Are you feeling the shift of seasons? I sure am! 
Here in Ireland, September&rsquo;s light quietly sets in. The festivals of Samhradh&nbsp;(that&rsquo;s summer&nbsp;as gaeilge) slowly slip away, and cloudbursts loom over the four corners of my thatch cottage - as if to see whether I&rsquo;ll be the one to break the season open with the first fire in the stove.
Not yet. 
No match will be struck until I&rsquo;ve squeezed in every last ounce of summer into my suitcase! Cue a gals trip to Italy with my BFF. And that&rsquo;s where we need your tips on what to see and what to skip.
After hearing so much praise from our members about Lucca&rsquo;s medieval charm (thanks for the <a href="https://jacksflightclub.com/jacks-flight-club-review">Postcard </a>James!) we thought we&rsquo;d go and see what the fuss was about.

Afterward, we&rsquo;ll head for Liguria&rsquo;s shimmering coast, skipping Cinque Terre&rsquo;s touristic chaos. Instead, we'll plop ourselves under the peaceful parasols of a place known to locals as "la citt&agrave; dei due mari"&nbsp;- the city of two seas,&nbsp;<a target="_blank" class="c-link" data-stringify-link="https://www.google.com/maps/place/16039+Sestri+Levante,+Metropolitan+City+of+Genoa,+Italy/@44.2801422,9.3695474,10810m/data=!3m2!1e3!4b1!4m6!3m5!1s0x12d496ff0e5eaf51:0xa6cc1c02c290cc18!8m2!3d44.2726936!4d9.4094511!16zL20vMDgyZzc3?entry=ttu&amp;g_ep=EgoyMDI1MDkwMy4wIKXMDSoASAFQAw%3D%3D" data-sk="tooltip_parent" href="https://www.google.com/maps/place/16039+Sestri+Levante,+Metropolitan+City+of+Genoa,+Italy/@44.2801422,9.3695474,10810m/data=!3m2!1e3!4b1!4m6!3m5!1s0x12d496ff0e5eaf51:0xa6cc1c02c290cc18!8m2!3d44.2726936!4d9.4094511!16zL20vMDgyZzc3?entry=ttu&amp;g_ep=EgoyMDI1MDkwMy4wIKXMDSoASAFQAw%3D%3D" rel="noopener noreferrer">Sestri Levante</a>. We stumbled upon this seaside town on Google Maps purely by chance, and zooming in on the&nbsp;&ldquo;Bay of Silence&rdquo;&nbsp;we were sold.
For us, it&rsquo;s all about authenticity, slowing down, and, of course, the people (and food) you encounter along the way.
Been to either spot? I&rsquo;m dying to hear your favourite hidden corners, hikes, caf&eacute;s, stories, sunset spots &mdash; we're all ears, just let us know <a href="https://members.jacksflightclub.com/articles/detour-203-winging-to-yellowstone-caribbean-sailing#comments">in the comment section</a>.
Grazie Mille!

Reader's Corner

All the important (or silly, or strange) travel news from across web this week.
<ul>
<li dir="ltr" role="presentation">Petty, or justified? One traveller&rsquo;s&nbsp;<a href="https://www.news.com.au/travel/travel-updates/travel-stories/plane-passengers-petty-hack-to-create-space-for-carryon-sparks-plane-etiquette-debate/news-story/f11030c8a05718d4787e3d5a3b4c52ab">reaction to a lack of overhead bin space</a> has the internet divided.&nbsp; </li>
<li dir="ltr" role="presentation">The population of near-extinct mountain gorillas has increased from about 300 to over a thousand &mdash; here&rsquo;s a look inside the <a href="https://www.nationalgeographic.com/environment/article/virunga-national-park-century-anniversary-mountain-gorilla">violent, complex struggle that made it happen</a>. </li>
<li dir="ltr" role="presentation">From pastries atop a Kosovan mountain, to whatever this man in Crete happened to harvest from his garden that morning, Guardian readers are sharing their <a href="https://www.theguardian.com/travel/2025/sep/05/readers-favourite-food-experiences-meals-europe">favorite culinary experiences across Europe</a>. </li>
<li dir="ltr" role="presentation">Hotel prices in <a href="https://www.thestreet.com/travel/multiple-airlines-cancel-flights-to-us-city-amid-alarming-trend">this popular US city</a> have ballooned by 70% in the last decade, causing tourism to plummet &mdash; and airlines are taking notice. </li>
<li>And finally, <a href="https://www.businessinsider.com/made-friend-on-international-flight-became-pen-pals-2025-9">wholesome lessons</a> from a 95-year-old solo traveller. Pen and paper at the ready!</li>
</ul>

Saint Vincent and the Grenadines

The Caribbean 🪏 in $210s-$330s RT

Caribbean & Guyana in $290s-$380s RT

Caribbean and more in $150s-$370s RT

Central America & the Caribbean in $170s-$360s RT

The Caribbean in $160s-$430s RT

$285 RT

Winging Your Way to Yellowstone & Caribbean Sailing Without Breaking the Bank