***Please note that this 27 Brands Like Tommy Bahama For Vacation-Ready Style shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

Whether on vacation or enjoying everyday life, Tommy Bahama truly is the perfect brand to shop to make you feel like you’re on vacation *even* while on the clock! In addition to Tommy Bahama, there are many brands like Tommy Bahama that offer that vacation-ready look and brings it to everyday life and *of course* while on vacation, too.

If you’re like me and also love other brands like Tommy Bahama, including stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

       

27 Brands Like Tommy Bahama For Vacation-Ready Style

1 – Spartina 449

Designed in the South Carolina Lowcountry, Spartina 449 prides in bringing the Lowcountry style to everyday life, including with their luxury handbags specifically their destination prints including your favorite destinations, jewelry, coastal clothing, and more. Shop Spartina 449 here.

2 – Mary Square

A women-owned brand founded by Kelly Shiley, Mary Square designs bright printed clothing to inspire joy, brighten one’s day, and build confidence. Get 15% Off Your Entire Order at Mary Square with code THEPINKCHICKADEE. 

3 – Vineyard Vines

Founded on Martha’s Vineyard in 1988 by brothers Shep and Ian Murray, Vineyard Vines is an all-things preppy, bright, and Americana fashion brand known for their pink whale logo that makes a splash. Shop Vineyard Vines here. 

4 – Southern Tide

Dating back to 2006, Southern Tide was founded in Greenville, South Carolina by Allen Stephenson as a coastal lifestyle apparel brand that honors traditions while charting its own unique course. Shop Southern Tide here. 

5 – Smith & Quinn 

Family-run and based in Annapolis, Maryland, Smith & Quinn specializes in high-quality and high-end women’s and men’s sportswear, dresses, and more. Shop Smith & Quinn here.

6 – Sail To Sable

A collection of “chic meets preppy” pieces, Sail to Sable is a fashion and lifestyle brand targeting women of all ages, sizes, and stages of life. Shop Sail to Sable here. 

7 – Cabana Life

Founded by Melissa Marks, a melanoma survivor, Cabana Life’s stylish and preppy pieces will take you from a day on the beach to a happy hour at sunset while keeping you protected from the sun. Sun safety awareness is a big proponent of Cabana Life’s mission and philosophy and the brand has a UPF 50+ rating, to ensure you feel great while looking it, too. Shop Cabana Life here. 

8 – Lilly Pulitzer

Starting with a juice stand in the 1960s when Lilly Pulitzer was looking to design a garment with bright and bubbly prints to cover up juice stains in Palm Beach, Florida, Lilly Pulitzer has since been a popular luxury resort wear and lifestyle brand known for their Palm Beach-inspired prints. Shop Lilly Pulitzer here.

9 – J Crew/J Crew Factory

Founded in 1983, J Crew is a renowned American preppy fashion brand known for its classic and affordable styles with an emphasis on high quality. J Crew also brings its preppy and classic A-game at an even affordable price range via its outlet store J Crew Factory. Shop J Crew here and shop J Crew Factory here. 

10 – Renwick Sport

Founded in 2020 by sisters Pippa Kennedy and Sarah Renwick drawing inspiration from classic men’s sports and golf apparel, Renwick Sport is a lifestyle apparel brand bridging the gap between golf apparel to everyday apparel. Shop Renwick Sport here.

11 – Crown & Ivy at Belk

Started in 2014, Crown & Ivy is a Belk-exclusive brand selling all-things colorful and preppy. Shop Crown & Ivy here. 

12 – Kim Rogers at Belk

Kim Rogers is an affordable Belk-exclusive brand known for its bright colors and highly-detailed designs. Shop Kim Rogers here. 

13 – Johnnie-O

Dating back to 2005 and founded by NCAA and Senior’s Open-championship golfer John O’Donnell, Johnnie-O had a vision to create a simple, high-quality golf shirt. Since 2005, Johnnie-O has expanded into selling women’s wear and children’s golf apparel. Shop Johnnie-O here.

14 – Southern Marsh

Headquartered in Baton Rouge, Louisiana, Southern Marsh – proudly known as the original Southern outfitter – is well-known for their tees, pullovers, shorts, and more inspired by none other than the Southern Marsh. Shop Southern Marsh here.

15 – Addison Bay

Designed for the woman on the go, Addison Bay prides itself on creating active wear to wear beyond the gym and where fashion forward doesn’t mean less function. Shop Addison Bay here.

16 – Chaps

Owned by the Ralph Lauren Corporation and founded in 1978, Chaps operates as a budget-friendly preppy lifestyle brand (one of many preppy brands in this list!) to its sister brand Ralph Lauren. Shop Chaps at Belk here.

17 – Lacoste

Founded in 1933 by tennis legend René Lacoste and textile manufacturer André Gillier, Lacoste is a premier French fashion and sportswear brand playing tribute to Lacoste’s nickname “The Crocodile” in the 1920’s by the American Sports Press, which remains the brand’s well-known logo. Shop Lacoste here.

18 – Ralph Lauren

Dating back to 1967 with its founding by Ralph Lauren in New York City as a timeless, preppy fashion brand selling menswear, womenswear, home, accessories, and fragrance products, Ralph Lauren has since become a well-known namesake in the fashion industry globally. Shop Ralph Lauren here.

19 – Navy Bleu

With designs originating in Massachusetts, Navy Bleu is a resort wear brand offering exclusive, small-batch apparel and home decor. Shop Navy Bleu here.

20 – The Black Dog

With roots out of a captain’s love for the sea, his island home, and most importantly his dog, The Black Dog brand was born with its popular black dog logo on all of its merchandise fit for a day at sea. Shop The Black Dog here.

21 – Sea Bags

Handcrafted designs made from recycled sail cloth in Portland, Maine, Sea Bags sustainably makes nautically-inspired totes and accessories. Shop Sea Bags here. 

22 – Tuckernuck

Taking its namesake from Summers on Nantucket via the nearby island Tuckernuck, Tuckernuck focuses on designing gorgeous preppy fashion with price ranges and styles from affordable luxury to high-end investment pieces. Shop Tuckernuck here.

23 – Simply Southern

Known for their colorful and preppy tees sold at Hallmark and many gift shops throughout the United States. Simply Southern is more than just a t-shirt brand. Simply Southern also sells vibrant and preppy apparel and home decor pieces while supporting nonprofits. Shop Simply Southern here.

24 – Talbots

Dating back to 1947 as a catalog-based brand, Talbots is a preppy, New England lifestyle brand empowering women of all sizes to look and feel their best. Shop Talbots here. 

25 – Kiel James Patrick

Made in the USA, Kiel James Patrick was founded in 2009 when the designer started making handcrafted rope and anchor bracelets. Since then, the fashion brand that proudly gives off all-things New England vibes has expanded into men’s and women’s apparel while Kiel James Patrick and his wife Sarah Vickers maintain a strong social media presence. Shop Kiel James Patrick here.

26 – Brooks Brothers

Since 1818 Brooks Brothers has been designing timeless American preppy apparel for women, men, and children. Shop Brooks Brothers here.

27 – Tommy Hilfiger

Founded in 1985 by Tommy Hilfiger, Tommy Hilfiger offers classic American-cool, preppy, and nautical apparel for all. Shop Tommy Hilfiger here.

Wrap-Up

Happy Shopping, Tommy Bahama fans!

XOXO – Katie <3