Plus: an art festival in Japan.͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ ͏‌ 
Where’s Jessie B.

Where’s Jessie B… Going Next?

Two off-the-beaten path travel ideas every other week.

Happy Tuesday, Subscriber First Name! It’s Jessie B., bringing you two off-the-beaten-path travel ideas for the week: one for now(ish) and one for later. Let’s get to it!

WHERE TO TRAVEL NOW

Tomales Bay, California

October 2, 2024

Why travel to Tomales Bay, California specifically on October 2nd? Because it’s the next new moon and dark skies mean you’ll have the best shot at seeing bioluminescence in the bay. I’ve yet to see it myself (maybe this year’s the year?) but locals say the best way to experience it is by kayak (rent ‘em or sign up for a tour at Blue Waters Kayaking). It’s most active from around August-November, so this is one of your best chances to catch this natural phenomenon before the end of the year.

➛ 3 (other) things to do: Hike to the Point Reyes Lighthouse or Tomales Point, go for a bike ride, and wander the charming small town of Point Reyes Station. Keep an eye out for cheese and farm stands along the way. (Psst I made a whole video about this 😉)

➛ Eat, eat, eat: The other big thing to do here? Eat oysters. Most people flock to Hog Island, but I prefer the DIY, shuck-it-yourself Tomales Bay Oyster Co. or the smoked fish, shucked-for-ya oysters, and tri-tip sandwiches at The Marshall Store. In Inverness, Saltwater Oyster Depot is great for a nice dinner out, and local secret: the grocery store in Point Reyes Station has some of the best soft serve for miles.

➛ Where to stay: Olema House in Olema is a great location for exploring both the Point Reyes National Seashore and Tomales Bay, but if you’re prioritizing proximity to kayaking and bioluminescence, I’d recommend Nick’s Cove or The Lodge at Marconi—both recently renovated—near Marshall.

Note: the photo above is of the pier at Nick’s Cove. It burned down last year but the team is working on rebuilding it.

 

WHERE TO TRAVEL LATER

Naoshima, Japan

April, August, or October 2025

Recently, I told the internet that traveling to Japan and just visiting Tokyo, Kyoto, Fuji, and Osaka was a mistake. And I stand by it. Those places are wonderful, but most people will only see these popular spots but none of the other unique (and less crowded) parts of the country. During our last visit, we made a last-minute decision to trade in our weekend in Osaka for an overnight on Naoshima, one of Japan’s “art islands”, and it ended up being an unexpected highlight.

The island was once home to thriving salt and fishing industries but when it fell in decline in 1980s, the Benesse Corporation and renowned architect Tadao Ando started the “Benesse Art Site Naoshima” project to transform it into the artistic enclave it is today. 2025 will be one of the more exciting years to visit, thanks to the Art Setouchi Triennale, an art festival that only happens every 3 years. Additional artworks and exhibits are on display during this time—both on Naoshima and other nearby islands.

➛ Things to do: Explore the Art House Project in Honmura village, visit the Chichu Art museum, and bike around the island to discover art installations among the nature, like Yayoi Kusama’s famous pumpkins.

➛ Eat, eat, eat: Go to Cafe Salon Nakaoku for omelette rice, grab a cozy vegan lunch at Aisunao, and make a dinner reservation at Terrace Restaurant at Benesse House.

➛ Where to stay: We stayed at Benesse, an actual museum with stunning views of the Seto Inland Sea. Equally worth considering is Naoshima Ryokan Roka, a new, modern Ryokan with kaiseki dinners and on-site hot springs. For something more affordable, try Sana Mane a mid-range glamping retreat with some pretty unique structures.

➛ Plan your trip: Bookmark the Naoshima Travel Guide, download my Naoshima Google Map list, get a JR pass, and start booking.

Love Travel, Hate Planning?

Let me plan your next trip for you. Whether it’s a getaway to one of these two lovely destinations, or another place entirely, I’ll plan and book your perfect trip, customized for you.

 Learn More 
 

NEW + RELATED BLOG ARTICLES

➛ A Complete Travel Guide to Japan’s Art Island (Where’s Jessie B.)

➛ The Perfect Weekend Getaway in Tomales Bay, California (Where’s Jessie B.)

➛ This Luxury Hotel in Austin is The Perfect City Retreat—Here’s What it’s Like to Stay There (Where’s Jessie B.)

➛ This Outdoorsy California Destination Has an Unexpected Food Scene (Afar)

 

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