Southern Caribbean cruises

Southern Caribbean Arc: Half Moon Cay, San Juan & Saint Thomas

Half Moon Cay · San Juan · Saint Thomas · Tortola · Philipsburg · Antigua · Castries · Soufriere · Roseau · Bridgetown · Saint George's · Scarborough · Bonaire · Oranjestad · Willemstad · Falmouth

Port-heavy Southern Caribbean itinerary. Covers Bahamas, Puerto Rico, Virgin Islands, U.S., Virgin Islands, British, and more.

20 nights Miami Southern Caribbean 16 ports 9 sea days

What this trip feels like

Port-intensive itinerary

Port-intensive itinerary with 16 port calls across 20 nights.

Port-forward pace

16 ports in 20 nights

Most days are port days.

Broad destination variety

Half Moon Cay · San Juan · Saint Thomas + more

Frequent port calls throughout the itinerary.

Easy logistics

Round-trip from Miami

No open-jaw flights or separate arrival and departure transfers.

Port experience

Half Moon Cay · Expect plenty of cruise traffic

This port regularly handles substantial cruise traffic, although conditions still vary by date.

Best for · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

Best departures

Best upcoming sailings

Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.

All departures

All upcoming departures

Compare all sailings for this itinerary.

Itinerary pricing

What this itinerary usually costs

0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $145/night.

Median current fare

$145/night

$2,899 total

Lowest recent fare

$145/night

$2,899 total

Pricing signal

0 of 1 favorable

Price history for 1 of 1 sailings

Comparison set

1 sailings

Currently priced departures

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

20 nights · 16 port calls · 9 sea days · 14 countries

16 port calls across Bahamas, Puerto Rico, Virgin Islands, U.S., Virgin Islands, British · More port-intensive than many 20-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Half Moon Cay

    Bahamas · Bahamas

  3. 3

    San Juan

    Puerto Rico · Eastern Caribbean

  4. 4

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  5. 5

    Tortola

    Virgin Islands, British · Eastern Caribbean

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  8. 8

    Castries

    Saint Lucia · Southern Caribbean

  9. 9

    Soufriere

    Saint Lucia · Southern Caribbean

  10. 10

    Roseau

    Dominica · Southern Caribbean

  11. 11

    Bridgetown

    Barbados · Southern Caribbean

  12. 12

    Saint George's

    Grenada · Southern Caribbean

  13. 13

    Scarborough

    Trinidad and Tobago · Southern Caribbean

  14. 14

    Bonaire

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  15. 15

    Oranjestad

    Aruba · ABC Islands

  16. 16

    Willemstad

    Curaçao · ABC Islands

  17. 17

    Falmouth

    Antigua and Barbuda · Eastern Caribbean

  18. 18

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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