Luxury Holidays to Barbados

Timeless Caribbean Luxury with a British Twist



Barbados is where heritage elegance meets island ease. With its platinum beaches, world-class golf, historic plantations, and exceptional fine dining, this iconic island offers a refined Caribbean experience rich in culture and style.

Awake & Wander designs Barbados escapes that elevate the traditional beach break—think oceanfront estates, catamaran champagne cruises, and private rum tastings in colonial cellars.

A Small Selection of our Latest Offers to Barbados

These latest offers have been generated through our online booking system which is powered by our sister company, Jamie Wake Travel, and using our handpicked suppliers.

There will occasionally be times when offers will not show here. For example, where a destination may require more in-depth travel arrangements and will need to be tailor made by our team.

Prefer a more personal touch? We're always here to tailor your journey—simply get in touch and let us create the perfect luxury holiday to Barbados for you.

Arriving in Barbados: Effortless Elegance from the Start

Fly into Grantley Adams International Airport (BGI) with VIP airport services and fast-track immigration. Awake & Wander arranges luxury SUV transfers, private meet-and-greets, and seamless arrival experiences from jet to hammock.

When to Visit for Sun, Celebration, and Serenity

Barbados shines brightest from December to May, with warm, dry weather and lively island vibes. Summer and autumn offer fewer crowds and lush scenery—ideal for wellness escapes or romantic getaways. Awake & Wander can tailor your trip around Crop Over Festival, polo events, or culinary showcases.

The Top 4 Unforgettable Experiences and Things to Do in Barbados

Island charm with five-star finesse.

1

Stay at a Heritage Plantation or Oceanfront Villa

From private estates in Sandy Lane and The Crane, to historic great houses with a modern twist, Awake & Wander selects the perfect base—complete with chefs, housekeepers, and private pools overlooking the sea.

2

Dine with a View at Barbados’s Culinary Icons

Barbados boasts some of the Caribbean’s finest restaurants. Enjoy gourmet tasting menus at The Cliff, toes-in-the-sand dining at La Cabane, or private in-villa chef experiences curated by Awake & Wander.

3

Cruise the Coast on a Catamaran

Set sail along the west coast with champagne in hand, snorkel with sea turtles, or drop anchor for a chef-prepared lunch on board. Whether you prefer sunset romance or a lively celebration, your boat is yours alone.

4

Discover Bajan Heritage on a Private Cultural Tour

Explore plantation estates, local rum distilleries, UNESCO-listed Bridgetown, and the hidden gems of the east coast with a personal historian or guide. Awake & Wander reveals the stories and spirit behind Barbados’s beauty.

Why Barbados Is a Caribbean Classic with Lasting Appeal

Barbados balances authentic island warmth with a long-standing tradition of luxury and service. It’s as comfortable for first-time visitors as it is for long-time loyalists.

With Awake & Wander, every detail is refined—your stay becomes a celebration of culture, comfort, and Caribbean class. For an island escape that’s equal parts heritage and hedonism, Barbados is the answer.