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Winter Escape for the Best of the Eastern Caribbean: Barbados, Grenada, St. Vincent & The Grenadines

Now that summer is winding to an end, it's time to plan for what we in the travel biz call Festive Season, which lasts from late November to early January. With family-friendly and all-inclusive options, immersive activities, and a variety of holiday events, Nine Muses Travel can help create inspiring new traditions for an unforgettable seasonal experience. The Eastern Caribbean offers an enticing variety of culture, cuisine, and geography and an enviable selection of private villas and lush resorts for the ultimate getaway for you and your crew. Barbados, Grenada, St. Vincent and The Grenadines have great options for families, couples, and solo travelers interested in relaxing spas, gorgeous golf views, unique sailing excursions, and beautiful beaches to celebrate finally making it to the end of 2020! 

Maybe after your next trip to Barbados, you'll decide to live the island life because Barbados is inviting Americans to move and work remotely there up to a year! Click here for more info on their program. But for if you're looking for a winter getaway, definitely begin (or end) with Barbados as your gateway to the rest of this spectacular region. We can also easily add St. Lucia to your island-hopping escape to paradise. Let's skip hurricane season (happening now) and plan ahead to create new winter holiday memories and set the intention for a better year ahead. I hope you enjoy this list of how to experience the best of the best in the Eastern Caribbean!


Barbados makes a great start or end point on your exploration of the Eastern Caribbean. You'll love relaxing on the beach with world-famous rum after a fun-filled day of touring historic colonial architecture and fine dining. My top recommendations for your stay are Fairmont Royal Pavilion, Cobblers Cove, Port Ferdinand Yacht & Beach Club Residences, Sandy Lane Hotel, Coral Reef Club, and The Sandpiper.

Direct Flights Include:

Grenada, St. Vincent, Canouan, Union Island, St. Lucia, Jamaica, Toronto, Miami

New/Seasonal Routes:

Charlotte, Boston, Montreal, Manchester, Frankfurt (Fall 2020)

Best Reasons to Go:

  • Easily accessible - The most international and regional flights

  • Location - NOT in the hurricane belt, historic colonial architecture

  • Foodie destination - High-end restaurants, award-winning chefs, and culinary experiences

  • Rum - Internationally-renowned distilleries and off-the-grid rum shacks

  • Vibrant culture - British-influenced decor and formality, and nightlife

  • Beaches, golf, and water activities - Ideal windsurfing and kitesurfing conditions


You'll love getting to know why Grenada is hailed as The Spice Island as you savor culinary tours and spice farm experiences. This is an island that's only recently returned to travelers' radars and is known for being safe, accessible, and full of outdoor adventures to enjoy. For the best stay, try Silversands Grenada, Calabash Luxury Boutique Hotel, Relais & Chateaux, Spice Island Beach Resort, or Mount Cinnamon Resort. 

Direct Flights:

Barbados, St. Lucia, New York, Toronto, Miami

New/Seasonal Routes:

Charlotte (Fall 2020)

Best Reasons to Go:

  • Active adventures - Hiking among lush rainforests, mountains, wildlife, and waterfalls

  • Beaches - 45 beaches, unparalleled snorkeling and scuba diving

  • The Spice Island - Culinary touring and spice farm experiences

  • History and culture - Amerindian, French, British, and African influences

  • Climate - One of the southernmost Caribbean islands, warmer temperatures, fewer hurricanes

St. Vincent and The Grenadines

The Grenadines are an extended chain of islands, and your best home bases for exploration will be on Canouan, Mustique, and Petit St. Vincent. It's not as easy to fly between these islands, and we can arrange private sailing or flight charters for the best way to get around. Some of the most remote and luxurious properties are here; Mustique is one of the most exclusive celebrity hideaways in the world, and you can live the glamorous life at Mustique Island & Villas, The Cotton House, Mustique, and Mandarin Oriental, Canouan.

Direct Flights:

New York, Toronto, Miami, and Barbados (offers the most connections to smaller Grenadine airports)

Reasons to Go:

  • Exclusivity and luxury

  • Idyllic beach feel

  • Canouan - Rustic meets luxury, distinct island culture

  • Mustique - Celebrity hideaway, reserved tranquility

  • Vibrant culture - Anglo-influenced decor, formality, and nightlife

  • Petit St. Vincent - Completely private escape, barefoot luxury

Suggested Itineraries

  • Flavors of the Windward Islands: Barbados, Grenada, Canouan

  • Caribbean Island Hopping Adventure: St. Lucia, Barbados, Petit St. Vincent

Nine Muses Travel works with exceptional tour operators who can customize private travel for you and your companions with these benefits for all my clients.

  • Expert guides: naturalists, historians, adventure guides, and unique locals

  • Exclusive experiences

  • Comfortable, safe, and luxurious vehicles

  • Custom-designed routings

  • 24/7 real-time support

  • Competitive rates at four and five star properties

  • Deep destination knowledge

Contact Nine Muses Travel when you're ready to Explore the Eastern Caribbean and to learn more about me and what I can do for you!

I creatively customize luxury travel highlighting local arts and culture, history, and cuisine for intellectually curious clients longing to feel deeply inspired by exciting destinations, culinary delights, and authentic cultural experiences on a life-changing, joyful journey of discovery.

-Danielle Dybiec

President of Nine Muses Travel


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