Sun, sand and style — let’s get vacation-ready! What to pack for your summer stay in Key West

Are you dreaming of turquoise water, swaying palms and balmy breezes? If you’ve booked an escape with Historic Key West Vacation Rentals, you’re already halfway to paradise. It’s almost time to pack your bags — and we’re here to make sure you pack smart.

Whether you’ll be staying for a week or a month, packing strategically is absolutely essential. The island’s tropical weather, laid-back lifestyle and endless outdoor adventures call for thoughtful preparation. And when you’re staying in one of our well-appointed, centrally located vacation homes, you’ll find everything you need for a comfortable home base to unpack, unwind and explore.

Here’s our best advice for preparing for your summer getaway in Key West, along with some pro tips for staying cool, safe and relaxed from sunrise to sunset.

Essentials for staying cool and comfortable

Summer in Key West is sunny, humid, and warm (think mid-80s to 90s), so your clothing choices should be light, breathable, and versatile. Remember, lightweight clothing is your best friend. Summer in Key West means sunshine, warmth, and humidity — so think light, breezy, and breathable. Don’t forget to pack the following:

• Lightweight, moisture-wicking clothes: Think linen, cotton, or performance fabrics.

• Swimsuits: Bring two or three so you’ll always have a dry one!

• Sun hat, baseball cap, or wide-brimmed hat: Essential for beach days and walking tours.

• Flip-flops, sandals, and comfortable walking shoes: You’ll be strolling around Old Town and exploring lots of hidden gems.

• Sunglasses with UV protection: Protect your eyes from the summer sun.

• Cover-ups or light layers: Air-conditioned shops and restaurants can feel chilly, and evenings can sometimes be breezy. Toss in a lightweight sweater or wrap for waterfront dining or rooftop cocktails.

Pro tip: Pack a foldable beach tote or daypack for toting your sunscreen, towel, water bottle, and snacks when heading out for the day.

Beach and water gear

Your HKWVR home may already be stocked with beach towels or gear (check the listing or ask our team), but you’ll want to bring or buy a few key items of your own:

• Reef-safe sunscreen: Join us in preserving Key West’s coral habitats.

• Reusable water bottle: Stay hydrated!

• Waterproof phone pouch: Keep your phone safe while kayaking or boating.

• Snorkel gear: You may want to bring your own, but you can also rent locally.

• Dry bag: Store your electronics or valuables while engaging in water adventures.

Pro tip: Planning a day trip to Dry Tortugas or snorkeling off a catamaran? Bring motion sickness bands or medication if you’re prone to seasickness.

By the way, if you’re looking forward to planning lots of outdoor adventures, our Concierge Services team are happy to help you book snorkeling, paddle boarding, or sailing trips — just don’t forget to pack that sun protection!

Health and safety must-haves

Summer in the Keys can mean intense sun, a few rain showers, and the occasional mosquito — nothing you can’t handle with a little prep. Our suggestions:

• Bug spray or mosquito wipes: Tuck this protection into your daypack when heading out on an adventure.

• Mini first aid kit: Have Band-Aids, aloe gel, antiseptic at the ready.

• Hand sanitizer and disinfectant wipes: Portable protection from spills.

• After-sun lotion: Soothe your skin after a day at the beach.

Pro tip: Be sure to break in any new sandals or water shoes before your trip to avoid blisters.

Smart packing for island life

You don’t need to overpack for Key West — you’ll find it’s a casual, no-fuss kind of place. You’ll spend most of your time outdoors, dining al fresco, and soaking up those magnificent island sunsets. Here are a few must haves:

• Phone and charger: A portable charger is nice to include too for long days out.

• Travel-sized laundry detergent: Your rental may include a washer and dryer.

• E-reader or book: A must for poolside reading.

• Small flashlight or headlamp: Essential if you plan to bike at night.

• Printed confirmations and ID: Helpful just in case your phone battery dies.

Pro tip: Pack a few dryer sheets in your luggage to keep clothes smelling fresh — especially if you’re staying for a week or longer.

Pack light — you’ll have what you need

The beauty of booking with Historic Key West Vacation Rentals is that all the comforts of home await you — including the following:

• Full kitchens for cooking meals or preparing beach snacks.
• Air conditioning and shaded outdoor spaces for cooling off.
• Laundry facilities are available in many of our homes, so you can count on re-wearing your favorite outfits.
• Concierge recommendations are always available to help you find whatever you forgot to bring and may need.

Forgot something? Key West has you covered

Don’t stress if you leave a beach essential or travel-size favorite behind — Key West is full of charming shops and convenient stores to help you fill in the gaps. From the colorful boutiques along Duval Street to local surf shops and general stores, you’ll find everything from sunscreen and sandals to cute island wear and handmade accessories. There’s even a CVS and Walgreens within walking distance of many Historic Key West Vacation Rentals properties, so you’re never far from the little things that keep your vacation running smoothly.

From sunrise beach walks to sunset sails, summer in Key West is easygoing and absolutely unforgettable — especially when you’re well-packed and staying in the perfect vacation home. Explore available rentals for summer now at Historic Key West Vacation Rentals! Need help choosing a home? Our team of local professionals are here to help you match your perfect stay to the island style. See you in fabulous Key West this summer!

Published on Monday, May 5, 2025