Welcome to the first entry of Jet Set Diaries—a new series where I share the real-world version of our trips. Not just the polished Instagram moments, but the actual, useful details: what worked, what didn’t, and what you need to know to elevate your next getaway. This time, we’re talking bags—because if there’s one thing I’ve learned from hopping between airports, yachts, and seaside towns, it’s that packing the right bags can make or break your trip.

For our summer escape to the Amalfi Coast, I packed five bags—and yes, I used every single one. From cobblestone streets in Ravello to aperitivos in Positano, each had a purpose, and I’m breaking down exactly why these made the cut.

The 5 Bags That Earned a Spot in My Suitcase

1. Vineyard Vines Beach Bag – The Beach Day Hero

This was my throw-everything-in-and-go option from Vineyard Vines. Lightweight, durable, and fits a towel, book, sunscreen, and a spare outfit. Plus, the coastal stripes looked so right against the Amalfi backdrop. A must for pool days or boat rides.

2. Goyard Saint Louis Tote – The Travel MVP

This Goyard tote is always with me on long-haul days. It held my travel docs, snacks, laptop, and still had room for a cashmere wrap. Bonus: It transitioned effortlessly for shopping trips and beach town strolls.

3. Hermès Birkin 30 in Trench – The Statement Maker

Not “practical,” but 100% worth it. My Birkin was my dinner and dress-up bag. I got so many compliments, and it pulled every outfit together with that effortless luxury vibe. Want to know why I picked the 30cm size? Read my Birkin review here.

4. Staud Beaded Bag – The Pop of Fun

For aperitivos and sunset strolls, this tiny-but-mighty Staud bag brought personality to my more neutral outfits. I always recommend packing one “fashion” bag—this was mine. It was the perfect mix of playful and chic.

5. Giada Leather Crossbody – The Day-to-Night Workhorse

This minimal crossbody was my go-to for low-key days when I didn’t need much. Comfy, sleek, and polished—ideal for navigating tight café corners or walking to lunch. Every trip needs a no-fuss, looks-good-with-everything option, and this was it.

Pro Tip: Keep your bags in their dust bags and pack them inside each other to save space in your suitcase.

If you’re planning a trip to Italy—or anywhere that requires versatile looks from day to night—this is your blueprint. Choose bags that work with your itinerary. I’ll be doing more of these Jet Set Diaries, with real packing lists, hotel recaps, and itinerary breakdowns that you can actually use.

Shop my travel bag picks and travel essentials:
🛍️ My LTK
🧳 My Amazon Storefront

Let me know in the comments: Which bag are you packing on your next trip?