How to Plan a Trip Around Your Obsession: 5 Smart Travel Ideas
- Jennifer Stephens
- 7 days ago
- 3 min read

Some travelers chase sights. Others chase deals. But if you have one obsession, you can build a trip around it. Here’s how to plan a trip around your obsession and hobbies.
How to Plan a Trip Around Your Obsession: 5 Smart Travel Ideas
Pick One Focus
Start with one obsession or hobby. Keep it specific. A focused trip creates fewer decisions, deeper experiences, and better stories. Let’s break down five common obsessions with real-world examples.
1. Stationery Stores
If you love paper, pens, or planners, stationery tourism is real. Cities like Tokyo, Seoul, and Taipei are full of iconic stationery shops.
Where to Go:
New York City: CW Pencil Enterprise, Yoseka Stationery
Los Angeles: Shorthand, Hightide Store DTLA
San Francisco: Maido, Paper Tree
Chicago: Greer, Stationery Station, Paper and Pencil
Portland: Oblation Papers & Press
Travel Tip:Â Map stores you want to visit by district. Dedicate half-days to shop and journal in nearby cafes.
2. Photography
Travel and photography go hand in hand, but planning around photo goals is different from sightseeing.
Where to Go:
New York City: Urban texture and contrast
Utah and Arizona: National parks and desert landscapes
New Orleans: Culture, music, and historic architecture
San Francisco: Fog, bridges, and street life
Iceland: Landscapes and waterfalls
Vietnam: Street photography and color
Travel Tip:Â Plan sunrise and sunset shoots. Stay near walkable locations with diverse scenery.
3. Art
Whether you create or appreciate art, travel can revolve around galleries, exhibits, or inspiration.
Where to Go:
New York City: MoMA, The Met, and independent galleries
Santa Fe: Canyon Road, Georgia O'Keeffe Museum
Los Angeles: The Broad, street murals, gallery districts
Paris: Classic museums and street art
Mexico City: Frida Kahlo and modern installations
Melbourne: Public murals and design shops
Travel Tip:Â Check exhibit calendars before booking. Buy skip-the-line museum tickets in advance.
4. Fishing and Sports
This obsession is about events, action, and gear. From fly fishing to major games, plan around seasonality.
Where to Go:
Montana: Fly fishing rivers and trout streams
Green Bay, WI: Packers games and tailgates
Boston, MA: Red Sox at Fenway, local fishing charters
Miami, FL: Deep-sea fishing and major league sports
Seattle, WA: Salmon fishing and Seahawks games
Spain: La Liga matches
Japan: Baseball and sumo tournaments
Travel Tip:Â Always check license or permit rules. Sports fans should book tickets early and stay near stadiums.
5. Thrifting
Vintage lovers can build trips around markets, secondhand stores, and swap meets.
Where to Go:
New York City: L Train Vintage, Housing Works, Chelsea Flea
Los Angeles: Melrose Trading Post, Jet Rag, Silver Lake stores
Austin: Pavement, Blue Velvet, Uncommon Objects
Minneapolis: The Mall of St. Paul, Buffalo Exchange, Hunt & Gather
Portland: Hawthorne vintage district
Amsterdam: IJ-Hallen market
Bangkok: Chatuchak Market
Travel Tip:Â Travel light so you can bring more home. Research market days and arrive early.
Final Steps
Choose one obsession.
Research top destinations.
Time your trip with seasons or events.
Build a simple map of your key spots.
Leave space for spontaneous stops.
Planning a trip around a single passion removes noise. You travel with intent. That makes every stop more meaningful.
Travel gear that will make your adventure more enjoyable!




