Have questions? We're here.
Bright blue waters of the Caribbean sea

Caribbean Tours in 2026

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Filter (39 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Caribbean
Sunset view from Hassan II Mosque in Casablanca
from $4,130
Air Credit
EXPLORE

Westbound Atlantic Ocean Crossing

Malaga - Bridgetown - 23 Day Itinerary aboard Star Clipper
  • Visit Safi port
  • View Arrecife golden sand beach
  • See Bridgetown Trafalgar Square
  • View Las Palmas volcanic crater
Starts / Ends
Malaga / Bridgetown
Activities
Archaeological Site Visits, Small Ship Sailing
Activity Level
Variable
Set sail on a 23-day transatlantic cruise from Malaga to Barbados on the Star Clipper, exploring stunning sites like the Alhambra in Spain, the Hassan II Mosque in Morocco, and the volcanic landscapes of the Canary Islands. Conclude your journey in Bridgetown, Barbados, visiting historic landmarks.
Cruise Details
0
Learn about the history of the Caribbean
from $9,990
Save $150
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Prickly Pear Cays waters
  • Admire Nevis’ Georgian buildings
  • Visit Soufriere’s volcanic springs
  • Wander Bridgetown’s streets
Starts / Ends
Marigot / Bridgetown
Activities
Village Visits, Snorkeling
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Azzura, island-hopping through vibrant cultures and breathtaking landscapes. Discover pristine beaches, vivid coral reefs, and the genuine warmth of locals while enjoying the elegance of a luxury yacht experience.
Cruise Details
0
Relax on the sunny beaches of the Caribbean
from $9,990
Save $150
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Soak in Soufriere’s volcanic spring
  • Explore Les Saintes’ French charm
  • Visit Antigua’s Nelson’s Dockyard
  • Stroll Nevis’ Georgian towns
Starts / Ends
Bridgetown / Marigot
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Azzurra, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience.
Cruise Details
0
37-39 of 39 Results

Relax. We've got this.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Jane Packer Adventure Life employee profile
Jane P.
Clear waters of the Caribbean sea
Caribbean

Chat Caribbean with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

Expert Guidance

With deep destination expertise in complex travel, we advise on how to maximize your time, avoid common pitfalls, and get the most out of every part of your trip.

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

As Featured In

The Washington Post
USA Today
Los Angeles Times
Travel Weekly
Outside
National Geographic Traveler
The New York Times
Travel + Leisure
Condé Nast Traveler
National Geographic

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Jane Packer Adventure Life employee profile
Jane P
Plan My Trip
We love travel, talk with an expert 1.800.344.6118