🌴 10-Day Eastern Caribbean Cruise Itinerary
EASTERN CARIBBEAN
What Defines the Eastern Caribbean?
Colorful Colonial Towns by the Sea
Think bright pastel buildings in St. Thomas, St. Kitts, or San Juan with cobblestone streets and vivid Caribbean charm.
Bonus points for harbor shots with sailboats or historic forts in the background.
Dramatic Cliffs & Coves
Especially in St. Lucia, Antigua, and St. Maarten—where turquoise bays meet lush green cliffs.
Sailing culture
The Eastern Caribbean is big on yachting. A harbor filled with sailboats under a golden sunset gives this region a very elegant, breezy vibe.
Romantic white-sand beaches with soft surf
Less jungle-heavy than Hawaii, and more about wide open beaches, often with historic churches or old town spires visible nearby.
French-Caribbean flair
St. Barth’s and St. Martin offer a mix of luxury beach scenes and French Riviera-style cafĂ©s on white-sand shores.
Sail to sun-soaked islands filled with history, charm, and postcard-worthy beaches.
A cruise through the Eastern Caribbean offers a taste of the region’s most beautiful ports—where French and Dutch influences meet tropical beaches, pastel towns, luxury boutiques, and natural wonders. Departing from Florida, you’ll experience both the romance and rhythm of island life.
🛳️ Day 1: Depart from Fort Lauderdale, Florida
Set sail from sunny Fort Lauderdale. Arrive early to enjoy Las Olas Boulevard, relax on Fort Lauderdale Beach, or tour the historic Riverwalk before boarding.
🌊 Day 2: At Sea
A full day to explore your ship. Lounge poolside, take a Caribbean cocktail class, or indulge in a spa treatment as you cruise toward the islands.
🇧🇸 Day 3: Nassau, Bahamas
Nassau greets you with white-sand beaches and vibrant energy.
- Swim with dolphins at Blue Lagoon Island
- Visit the famous Atlantis Resort & Aquaventure Waterpark
- Explore the colorful Queen’s Staircase and Pirates of Nassau Museum
🇻🇮 Day 4: St. Thomas, U.S. Virgin Islands
One of the Eastern Caribbean’s most popular ports for a reason.
- Ride the Skyride to Paradise Point for panoramic views
- Enjoy duty-free shopping in Charlotte Amalie
- Ferry to St. John’s Trunk Bay for world-class snorkeling
🇧🇶 Day 5: St. Maarten / St. Martin
Two cultures on one island—Dutch on one side, French on the other.
- Try beachside dining on Orient Bay (French side)
- Watch planes land just overhead at Maho Beach (Dutch side)
- Explore the capital cities: Philipsburg and Marigot
🇦🇬 Day 6: Antigua
Antigua boasts 365 beaches—one for every day of the year.
- Visit the UNESCO-listed Nelson’s Dockyard
- Relax at Dickenson Bay or Darkwood Beach
- Join a catamaran sail around the island’s dramatic coastline
🇩🇴 Day 7: Puerto Plata, Dominican Republic
Rich history meets lush natural beauty.
- Ride the Pico Isabel de Torres Cable Car for mountain views
- Visit the 27 Waterfalls of Damajagua for a canyoning adventure
- Wander San Felipe Fortress and the colonial old town
🌅 Day 8: At Sea
Time to unwind. Enjoy sunrise yoga, afternoon tea, or a rum tasting while recounting island memories.
🇵🇷 Day 9: San Juan, Puerto Rico
End your island tour in vibrant San Juan.
- Walk the colorful streets of Old San Juan
- Tour the El Morro and Castillo San CristĂłbal forts
- Enjoy a beach break or take a salsa lesson in the city where it was born
🎉 Day 10: Return to Fort Lauderdale
Return home relaxed, sun-kissed, and full of Caribbean stories—ready to plan your next adventure.
✨ Why Book Your Cruise with Allison at Travel Today In Style?
- 🛳 Personalized Itinerary Planning
- 🏝 Expert Shore Excursion Guidance
- đź’Ž Access to Cruise Deals & Exclusive Perks
- 🤝 Full Support Before, During & After Your Trip
đź“ž Let Allison help you turn your Caribbean dreams into smooth sailing.
Visit Travel Today In Style to start planning your 10-day escape today.
WESTEN CARIBBEAN