Vacation outfits for little boys don't have to be boring. Here are our favorite pieces for our tropical holidays. Items range in size from Toddler to Boys large.
Sections
6
Outfit Sets
Shoes
Tops
Bottoms
Accessories
Swim
Outfit Sets
An easy packing option for warm days full of play.
T-Shirt & Shorts Set
Great for a more casual dinner or evening activities.
Little Boys 2-Piece Denim Shirt and Jogger Pants
Free of harsh chemicals, comfortable, and cute!
Toddler Boys Carter's 2-Piece Beach Print Tee & Shorts Set
Sometimes the air is blasting on the plane, cruise ship, or resort so it is always a good idea to have some comfy, warmer coverage while traveling.
Infants' and Toddlers' Athleisure Sweatsuit Set
comfy, cute, and true to size.
Young Boys Casual Short Sleeve Plant Printed Vacation Outfits
A touch of toucans for a rainforest vibe.
Young Boy Tropical Print Shirt & Shorts Set
A dolid color outfit choice. Switch it up by layering a t underneath.
Young Boy Toddler Boys Button Front Shirt & Shorts Set
Two color options for a cool and easy outfit.
2-piece Linen Set
A fun and simple yellow set.
2-Piece Waffled Cotton Set
Cute and comfy with some contrast.
Summer 2Pcs Outfit Contrast Color
Shoes
Cool sandals with toe protection, these are the perfect resort shoe,
Carter's Theo Boys' Fisherman Sandals
Our favorite toddler sandals.
Toddler Crocband™ Cruiser Sandal
Our favorite sandal in kid's size.
Kids' Crocband™ Cruiser Sandal
Versatile and easy to match.
Brown Sandals
Simple sneakers are easy to mix and match and these are comfortable for play.
Sneakers
Perfect for dinner.
Napped Loafers
Tops
Made with a cotton-modal fabric and back tucks this shirt is easy for them to move in and is less likely to wrinkle while keeping them cool.
Open Collar Shirt | UNIQLO US
A breahtable option with a variety of prints that is certified harsh chemical free.
Hanna Andersson Linen Button Up Shirt
Formal Night or Dinner just got cuter.
Knit Twill Blazer
Let them wear everyone's favorite mouse and look cute doing it in this breathable button up.
Disney Mickey Mouse Poplin Button Up Shirt
You can never go wrong with a white button down. The waffle knit on this adds some great texture.
RuggedButts Vibrant Flamingo Short Sleeve Button Down Shirt
Lightweight, breathable, and colorful. Perfect for resort days.
RuggedButts Boys Short Sleeve Camp Shirt - Neon Tiki Vibes, 6
A sun protective shirt they can wear on excursion or to dinner.
RuggedButts Harbor Gray Sun Protective Button Down Shirt - Grey, 6
A cute addition to any little guy's wardrobe.
Toddler Boys' Button-Up Polo Sweater - Cat & Jack™
Paired with board shorts this is one of the cutest beach shirts out there.
Boys Little/Big Cabana Short Sleeve Shirt
A colorful classic
Toddler and Little Boys Striped Cotton Jersey Ringer Tee
Super cute pull over. Pair with the matching shorts for a full outfit or mix and match with solid shorts.
Toddler Boy Carter's Turtle Sea Print Knit Pullover
A sunshine shirt for your son-shine.
Toddler Boy Carter's Sun Knit Short Sleeve Tee
Sun protection has never been cuter. Also available in toddler sizes.
Everyday SunSmart® Hooded Tee, Long-Sleeve Stripe
Mix and match with shorts or pants for day wear or nightwear and a nice layering option.
Lightweight Built-in Flex Oxford Shirt for Boys
Solid Shirts allow layering options and easy mix and match.
Softest Short-Sleeve T-Shirt 3-Pack
With fun tropical fruit this one is perfect for cruising.
Printed Short-Sleeve Linen-Blend Pocket Shirt
A nice knit polo is always in style.
Fine-Knit Resort Shirt
More solids for layering or mix and match.
3-pack T-shirts
A cute, quality made shirt with our shelled friends.
Front & Back Graphic T-shirt-Aquamarine Blue Turtles
Bottoms
One of our favorite shorts on the market, these are water resistant with drain holes that make it perfect for a active day, hiking excursions, or walking in a humid environment.
Geared Shorts | Amphibious | UNIQLO US
These durable shorts are perfect to mix and match with t shirts or cute button ups.
Canvas Shorts
Breahtable linen pants that are stylish and comfortable.
Little & Big Boys Two-Tone Shorts
Comfy with a fun overall print, these are great to pair with a t-shirt while still adding interest.
Epic Threads Little & Big Boys Pull-On Printed Cotton Shorts
Pair with a white shirt for a classic look.
Little Boys Striped French Terry Shorts
Cute Little pull on with a turtle print. Pair it with the matching sweatshirt for a complete look.
Toddler Boy Carter's Turtle Sea Print Pull-On Shorts
A versatile short that is easy to pull on and water resistant.
Kids' Stowaway Shorts
Perfect for a day of play, excursions, or even a casual meal. These pants are our go to and last forever.
Toddlers' Cresta Hiking Joggers
A shorter, more structured short option.
Above Knee Twill Pull-On Shorts for Boys
Mix and Match shorts for easy outfits.
3-pack Cotton Shorts
A loose fit Linen and cotton blend, these are stylish and comfortable.
Linen-Blend Pants
Perfect for dinner, these pants have an elastic waist for our skinnier guys.
Loose-fit tapered twill chinos
Fun shorts options to mix and match.
Printed Sweatshorts
Accessories
Keep their eyes safe with these classic Sunglasses.
Kids Sunglasses, New Wayfarer
Add sophstication and sun protection to his outfit.
Toddler, Child Boys Beach Stripe Fedora Hat
These wont shatter if they are twisted and bent.
L.L.Bean Trail Toddler Polarized Sunglasses
Block the sun in style.
Kids' Pistil Kai Hat
No more complaining about their towel falling off.
Hooded Poncho Towel
Swim
Sun protection that wont get ruined if it accidently gets sprayed with sunscreen, the quality of these rashgaurds makes them our favorite pick.
Hanna Andersson Rashguard Top
With swim safe colors to make them easy to spot and UV protection, these swim shorts are our top pick.
Hanna Andersson Swim Trunks
These mesh interior shorts come in a cute, classic, seersucker pattern.
Toddler and Little Boys Traveler Swim Trunk
These are quick drying and comfortable enought to wear all day. Also available in toddler sizes.
