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Caribbean

Top 10 Sailings to Caribbean

Caribbean

The Caribbean is full of sunshine, blue water, and beautiful islands, making it a favorite for cruise lovers. From calm beaches to fun ports, these sailings offer something for everyone. You’ll find top cruise lines, great stops, and smooth trips across this tropical region. This list of the top sailings to the Caribbean helps you choose trips with the best value, perfect routes, and exciting onboard fun for your next vacation.

BOOK THE TOP 10 SAILINGS TO CARIBBEAN

Book the top 10 sailings to the Caribbean now and enjoy sunny days, island stops, yummy food, and fun onboard.

MSC Seaside
#1
  • Jan 30, 2026   →   Feb 02, 2026
  • Miami
$709.00* Starting From $286.00*
Includes taxes and fees*
$709.00* Starting From $286.00*
Includes taxes and fees*
Sun Princess
#2
$769.00* Starting From $419.00*
Includes taxes and fees*
$769.00* Starting From $419.00*
Includes taxes and fees*
Grand Princess
#3
  • Mar 01, 2026   →   Mar 08, 2026
  • San Juan
$1,055.00* Starting From $655.00*
Includes taxes and fees*
$1,055.00* Starting From $655.00*
Includes taxes and fees*
Costa Fascinosa
#4
$2,377.64* Starting From $1,137.64*
Includes taxes and fees*
$2,377.64* Starting From $1,137.64*
Includes taxes and fees*
Sky Princess
#5
$1,519.00* Starting From $869.00*
Includes taxes and fees*
$1,519.00* Starting From $869.00*
Includes taxes and fees*
MSC Seascape
#6
  • Jan 25, 2026   →   Feb 01, 2026
  • Galveston
$1,253.79* Starting From $443.79*
Includes taxes and fees*
$1,253.79* Starting From $443.79*
Includes taxes and fees*
MSC Seaside
#7
  • Nov 21, 2025   →   Nov 24, 2025
  • Miami
$756.00* Starting From $280.00*
Includes taxes and fees*
$756.00* Starting From $280.00*
Includes taxes and fees*
Carnival Miracle
#8
  • Mar 05, 2027   →   Mar 15, 2027
  • Galveston
$2,744.00* Starting From $1,199.00*
Includes taxes and fees*
$2,744.00* Starting From $1,199.00*
Includes taxes and fees*
Costa Pacifica
#9
  • Feb 22, 2026   →   Mar 01, 2026
  • La Romana
$1,399.81* Starting From $585.91*
Includes taxes and fees*
$1,399.81* Starting From $585.91*
Includes taxes and fees*
MSC Seashore
#10
$680.79* Starting From $260.79*
Includes taxes and fees*
$680.79* Starting From $260.79*
Includes taxes and fees*

FAQS ABOUT TOP 10 SAILINGS OF CARIBBEAN

Top sailings usually have great ports, strong reviews from travelers, fair prices, and extras like free drinks or shore credits. They’re often from cruise lines people trust and include stops at popular islands without rushing through the trip.

Cruise lines like Royal Caribbean, MSC, Princess, and Costa often top the list. They’ve been cruising these routes for years and get strong feedback for ship features, food, and island visits.

Caribbean cruises run all year, but December to April is usually a good time with better weather and less rain. You’ll also find strong deals in early January or late August when fewer people travel.

Yes, many travelers feel balcony cabins are worth the extra price. You can enjoy island views, sunrise, and sea breezes right from your own space without heading out to a busy deck.

If your cruise starts and ends in the US, like a round-trip from Miami, US citizens can often sail with just a birth certificate and photo ID. But if your cruise starts or ends outside the US, you’ll need a valid passport. Always double-check the rules before you book.
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