THE CARIBBEAN
Caribbean Travel
Did you know there are over 7000 islands in the Caribbean? So, whether you’re visiting for a day on a cruise or spending a week – or longer – at an all-inclusive you’re sure to find your favorite island vibe.
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Just a Few Reasons to Visit the Caribbean
- Year-round warm weather
- World-class beaches and snorkeling
- All-inclusive resorts, boutique hotels and luxury villas
- Unique island cultures and cuisines
- Easy access from the U.S. and Canada
- No passports for some islands
Top Islands to Visit
Here are some of the most popular and unique Caribbean destinations:
Jamaica
All-inclusives, music, culture, Dunn’s River Falls, and Blue Mountains
Dominican Republic
Affordable luxury, Punta Cana resorts, adventure in Samaná
Aruba
Dry, sunny weather year-round, perfect beaches, safe for first-timers
St. Lucia
Romantic resorts, lush landscapes, the Pitons, and hot springs
The Bahamas
Island hopping, Nassau fun, Exumas pigs, great for families
Puerto Rico
No passport needed, Old San Juan, El Yunque rainforest, bioluminescent bays
U.S. Virgin Islands
St. Thomas, St. John & St. Croix — easy access, stunning beaches, hiking
Types of Travel in the Caribbean
All-Inclusive Resorts
Perfect for stress-free vacations, especially in Jamaica, DR, and Mexico’s Caribbean coast
Luxury Travel
Villas, boutique resorts, and curated experiences in places like Anguilla, Turks & Caicos, or St. Barts
Cruises
A great way to visit multiple islands in one trip — and a good intro for new travelers
Group Trips & Adventure
Scuba diving, hiking, sailing, and custom group travel options
Ready to plan your Caribbean escape? Work with me to plan your trip.
When to Visit
- High season (Dec–April): Great weather, but book early
- Shoulder season (May–June, Nov): Fewer crowds, good rates
- Hurricane season (June–Nov): Still great travel periods, but consider travel insurance
Travel Planning Services
I specialize in Caribbean destinations and all-inclusive vacations. Whether you want help choosing the right island, planning a honeymoon, or finding the best resort deals, I can help.
Start planning your Caribbean trip with me!
More Caribbean Resources
This page may contain affiliate links. That means I may earn a commission, at no extra cost to you, if you book or buy something from a link I provide. This helps pay the bills and keeps Southerner Says online and on the road. Thank you for your support.