Which Caribbean Island Should I Visit - A Caribbean Island travel guide.

by Rachel Ward, Designer Travel

As I was chatting with a client this morning about booking her ideal Caribbean getaway she asked, “What are the differences between the Caribbean Islands and which one should I choose?” As I began to try to answer her question I decided I needed to put together a real Caribbean Island travel guide with lots of information about each island including top resorts, what to do outside the resort, and when is the best time to visit. Everyone thinks of the Caribbean whenever a beach vacation is due, but picking the perfect spot for your getaway can be a challenge. To make your decision easier, we’ve created this nifty guide with a breakdown of the top resorts, what there is to do on each island outside the resort, best time to travel and added insights on budget considerations. Whether romance, adventure, or relaxation is your goal, paradise awaits!

1. Bahamas

Island Overview

The Bahamas’ pristine white sands and turquoise waters cater to honeymooners, families, and adventurers. Luxurious resorts blend effortlessly with adventurous activities like swimming with pigs or exploring underwater caves.

Top Resorts

The Ocean Club, A Four Seasons Resort
A haven of tranquility with manicured gardens and five-star service.

Rooms: Elegant suites, chic rooms, and lavish villas are perfect for an upscale retreat.
Dining: Dine at Michelin-starred DUNE or enjoy poolside bites in a sophisticated setting.
Amenities: A world-class spa and 18-hole golf course are complemented by sunset yoga.
Budget Considerations: High-end. This is a splurge-worthy option for those seeking ultimate pampering.

Sandals Royal Bahamian
Sandals Royal Bahamian offers sophistication anchored by its private offshore island.

Rooms: Select swim-up suites for mid-range options or splurge on ocean view butler suites for luxury.
Dining: Choose from 10 diverse dining spots, including French and Mediterranean cuisine, all included in the price.
Amenities: Guests enjoy all-inclusive perks, including water sports, private island access, and spa offerings.
Budget Considerations: Upper mid-range to high-end. While luxurious, the all-inclusive pricing can save on dining and activity costs.

What to Do Outside the Resort

Safety Tips

The Bahamas is generally safe for tourists, especially in resort areas. Be cautious in crowded markets and avoid secluded locations at night.

Best Time to Visit

Visit November to April for warm weather and clear skies.

2. St. Lucia

Island Overview

St. Lucia is a feast for the senses. Its towering Pitons rise dramatically against a lush backdrop, offering some of the most breathtaking views in the Caribbean. This island, a haven for romance and adventure, calls to honeymooners, nature lovers, and anyone craving a mix of luxury and exploration. Whether you’re relaxing on a black-sand beach, snorkeling in crystal-clear waters, or hiking volcanic trails, St. Lucia provides a perfect balance of relaxation and excitement.

Top Resorts

Jade Mountain
Jade Mountain isn’t just a resort; it’s an experience. Designed for couples seeking unmatched scenery and privacy, this architectural masterpiece seamlessly blends with the island’s natural beauty.

Rooms: Spacious open-air “sanctuaries” are the hallmark of Jade Mountain. Each sanctuary opens completely to mesmerizing views of the Pitons and includes a private infinity pool. No walls, no interruptions; just you, your partner, and the horizon.
Dining: Indulge in organic, sustainably sourced cuisine at Jade Mountain Club, with a menu inspired by the resort’s own farm. Sunset cocktails here are unforgettable.
Amenities: The eco-luxury focus means personalized service, access to wellness retreats, and a focus on sustainability. Enjoy yoga classes, spa treatments, and guided excursions that connect you with the island.
Budget Considerations: Luxury. Jade Mountain is on the higher end of the price spectrum, but its exclusivity, all-encompassing tranquility, and once-in-a-lifetime views make it a worthy investment for a special getaway.

Sugar Beach, A Viceroy Resort
Nestled between the iconic Pitons on a stunning stretch of beach, Sugar Beach offers a mix of seclusion and high-end amenities.

Rooms: Choose from beachfront bungalows, luxury cottages, or villas with private plunge pools. Whatever you pick, expect tasteful decor and unbeatable views.
Dining: Enjoy fine dining at The Great Room or sample Caribbean classics by the water at Bayside Restaurant. Sunset cocktails are a must.
Amenities: The resort features a world-class spa with treatment rooms hidden in the rainforest, paddleboarding, snorkeling, and guided nature walks.
Budget Considerations: High-end. Sugar Beach is another upscale option, perfect for travelers who want top-tier service and facilities in a serene environment.

What to Do Outside the Resort

Hike Gros Piton or Petit Piton: Intrepid travelers will find the rewarding vistas from the summit worth the effort.
Take a mud bath at Sulphur Springs: Relax in the mineral-rich mud baths of this dormant volcano and enjoy a unique wellness experience.
Snorkel or scuba-dive: Discover vivid marine life at spots like Anse Chastanet, where protected reefs abound.
Explore Soufrière: A charming town near both Jade Mountain and Sugar Beach, it offers a glimpse into local life, culture, and cuisine.

Safety Tips

St. Lucia is one of the safer Caribbean islands and remains welcoming to visitors. Stick to well-lit areas at night, and explore remote regions with a guide if hiking or venturing far from your resort. Always rely on resort-recommended transportation for added peace of mind.

Best Time to Visit

Plan your trip between December and May to take advantage of the island’s dry season. Traveling during the summer and early fall (June–November) is riskier but often less expensive, although weather conditions can become unpredictable due to hurricane season.

3. Barbados

Island Overview

Barbados blends luxury resorts with vibrant local culture. Known for its rich history, mouthwatering cuisine, and sun-kissed beaches, it’s perfect for foodies, beach lovers, and adventurers.

Top Resorts

Sandy Lane
Synonymous with opulence and privacy, Sandy Lane is a celebrity favorite.

Rooms: Spacious suites combine timeless elegance with modern luxe amenities.
Dining: Fresh seafood, fusion dishes, and impeccable cocktails are served in beautiful surroundings.
Amenities: Golf courses, a large spa, and beachside service add to the indulgence.
Budget Considerations: Luxury. Sandy Lane tops the high-end spectrum, catering to those seeking exclusivity.

Sandals Royal Barbados
Lively and fun, Sandals Royal Barbados offers romance and entertainment.

Rooms: Swim-up suites and infinity-pool butler rooms shine as standout options.
Dining: Nine restaurants covering eclectic cuisines, plus unlimited premium drinks.
Amenities: The first rooftop pool in the region, bowling alleys, and beachfront lounging.
Budget Considerations: Mid-range to high-end. Its all-inclusive layout simplifies budgeting for dining and activities.

What to Do Outside the Resort

Safety Tips

Barbados is one of the safer Caribbean islands. However, avoid quiet areas after dark and stay alert in bustling tourist spots.

Best Time to Visit

Plan your trip from January to April to avoid the rainy season.

4. Grenada

Island Overview

Known as the “Spice Isle,” Grenada is renowned for flavorful cuisine, lush forests, and serene beaches. It’s a peaceful option for those seeking something off the beaten path.

Top Resorts

Spice Island Beach Resort
This family-run resort is both intimate and luxurious.

Rooms: Oceanfront suites with private plunge pools cater to higher budgets, but the all-inclusive model covers all necessities.
Dining: Farm-to-table dining showcases local flavors and fresh ingredients.
Amenities: A tranquil spa, water sports, and beachfront relaxation.
Budget Considerations: Upper mid-range. A worthwhile splurge for couples or families seeking intimate luxury.

Sandals Grenada
Couples seeking sophistication flock to this stylish haven.

Rooms: From affordable luxury options to top-tier skypool butler suites, there’s a fit for most budgets.
Dining: Gourmet, all-inclusive dining spans 10 restaurants, including seafood and Asian fusion.
Amenities: Watersports, nightly live music, and one of the Caribbean’s most impressive infinity pools.
Budget Considerations: Upper mid-range to luxury. Though higher-tier rooms are pricier, the all-inclusive format adds excellent value.

What to Do Outside the Resort

Safety Tips

Grenada is friendly and tranquil, with minimal crime in tourist areas. Stick to well-lit areas at night and use resort transportation when possible.

Best Time to Visit

From January through May, the weather is perfect for exploring.

5. Jamaica

Island Overview

Jamaica captivates visitors with reggae rhythms, lush rainforests, and sandy shores. Known for its blend of natural beauty and vibrant culture, it’s a versatile destination perfect for honeymooners, adventure seekers, or beach bums alike.

Top Resorts

Half Moon, Montego Bay
This sprawling resort promises luxury and privacy, making it ideal for families, couples, and groups.

Rooms: Choose from oceanfront suites, elegant guest rooms, or private villas. Villas include butler service and chefs, making them ideal for splurging on larger group stays.
Dining: Multiple restaurants serve everything from Jamaican fare to fine dining. Don’t miss the award-winning Sugar Mill.
Amenities: A championship golf course, a serene spa, and private beaches are just a few highlights. Families will enjoy the kids’ program and water sports.
Budget Considerations: High-end. Half Moon is a luxurious stay, with prices reflecting its exclusivity. However, its size and range of amenities offer significant value for those looking to invest in comfort and space.

Sandals Montego Bay
Sandals’ original resort offers lively vibes and all-inclusive luxury in equal measure.

Rooms: From affordable luxury suites to overwater bungalows complete with private soaking tubs and butler service.
Dining: 12 gourmet restaurants are included, offering cuisine from around the globe. Unlimited premium drinks sweeten the deal.
Amenities: All-inclusive access means unlimited watersports, nightly entertainment, and beachfront access without additional costs.
Budget Considerations: Upper mid-range to high-end. Though prices can tip higher for luxury suites, the all-inclusive nature ensures value for money. Dining, drinks, and activities are all covered.

What to Do Outside the Resort

Safety Tips

Jamaica’s resorts are generally safe, but care should be taken in cities like Kingston. Stick to guided tours or resort transfers for transportation. Avoid flashing valuables and stay in well-populated areas after dark.

Best Time to Visit

Visit between November and mid-December or January through April for sunny, dry weather.

The Bottom Line

The Caribbean offers something for everyone including plenty of adventure, relaxation and fun. At Designer Travel we would love to help you plan the perfect itinerary whether you want to visit one or more island, take a cruise or just sit on the beach all day. Book a Discovery Call (i.e. a 15-min call to ask about all the possibilities!), drop us an **@******************cy.com“>email or give us a call at 801-935-8652.