Southern Caribbean Cruise

6, 7 or 8-night Virgin Voyages cruise on Scarlet Lady and Valiant Lady, sailing from San Juan, calling at Basse-Terre, Basseterre, Saint Kitts, Bridgetown, Castries, Charlotte Amalie, Fort-de-France, Kingstown, Oranjestad, Philipsburg, Road Town, Tortola, Roseau, Saint John's, Tortola, Willemstad. 23 departures are currently on sale, from Nov 7, 2026 through Apr 15, 2028, priced from $772 CAD per person.

Itinerary

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 3 departures on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Philipsburg (Sint Maarten (Dutch part)) — Arrives 09:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Fort-de-France (Martinique) — Arrives 08:00 · Departs 17:00
Day 6: Basse-Terre (Guadeloupe) — Arrives 08:00 · Departs 18:00
Day 7: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

15 other routings of Southern Caribbean Cruise

Virgin sells this itinerary with more than one set of ports. Each departure below says which routing it follows.

7 nights via Philipsburg · Bridgetown · Castries +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 3 departures on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Philipsburg (Sint Maarten (Dutch part)) — Arrives 09:00 · Departs 19:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 20:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: Fort-de-France (Martinique) — Arrives 09:00 · Departs 19:00
Day 7: Basseterre, Saint Kitts (Saint Kitts and Nevis) — Arrives 08:00 · Departs 16:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

6 nights via Road Town, Tortola · Basseterre, Saint Kitts · Saint John's +1 more

6-night round-trip sailing from San Juan · 4 ports of call, 1 day at sea · 2 departures on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Road Town, Tortola (British Virgin Islands) — Arrives 09:00 · Departs 18:00
Day 3: Basseterre, Saint Kitts (Saint Kitts and Nevis) — Arrives 08:00 · Departs 18:00
Day 4: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 18:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: At sea — no port call listed for this day.
Day 7: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Road Town, Tortola · Bridgetown · Castries +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 2 departures on Valiant Lady.

Virgin sails these ports in a different order on some dates. The order below is the most common one; each departure links to its own page with that sailing's exact schedule.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Road Town, Tortola (British Virgin Islands) — Arrives 08:00 · Departs 17:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 20:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 19:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Tortola · Bridgetown · Castries +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 2 departures on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Tortola (British Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: Roseau (Dominica) — Arrives 08:00 · Departs 17:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

6 nights via Tortola · Saint John's · Castries +1 more

6-night round-trip sailing from San Juan · 4 ports of call, 1 day at sea · 1 departure on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Tortola (British Virgin Islands) — Arrives 09:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 18:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: Basse-Terre (Guadeloupe) — Arrives 08:00 · Departs 16:00
Day 7: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

6 nights via Kingstown · Bridgetown · Roseau +1 more

6-night round-trip sailing from San Juan · 4 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: At sea — no port call listed for this day.
Day 3: Kingstown (Saint Vincent and the Grenadines) — Arrives 08:00 · Departs 18:00
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Roseau (Dominica) — Arrives 08:00 · Departs 17:00
Day 6: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 7: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Charlotte Amalie · Basse-Terre · Castries +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: Basse-Terre (Guadeloupe) — Arrives 08:00 · Departs 17:00
Day 4: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 5: At sea — no port call listed for this day.
Day 6: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 18:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Charlotte Amalie · Road Town, Tortola · Basseterre, Saint Kitts +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Road Town, Tortola (British Virgin Islands) — Arrives 09:00 · Departs 18:00
Day 5: Basseterre, Saint Kitts (Saint Kitts and Nevis) — Arrives 08:00 · Departs 18:00
Day 6: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 20:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Charlotte Amalie · Bridgetown · Castries +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 6: Saint John's (Antigua and Barbuda) — Arrives 08:00 · Departs 18:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Road Town, Tortola · Castries · Bridgetown +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Road Town, Tortola (British Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 5: Bridgetown (Barbados) — Arrives 08:00 · Departs 20:00
Day 6: Roseau (Dominica) — Arrives 08:00 · Departs 18:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Charlotte Amalie · Bridgetown · Fort-de-France +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Fort-de-France (Martinique) — Arrives 08:00 · Departs 17:00
Day 6: Roseau (Dominica) — Arrives 08:00 · Departs 17:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

7 nights via Charlotte Amalie · Bridgetown · Kingstown +2 more

7-night round-trip sailing from San Juan · 5 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 5: Kingstown (Saint Vincent and the Grenadines) — Arrives 08:00 · Departs 17:00
Day 6: Saint John's (Antigua and Barbuda) — Arrives 09:00 · Departs 18:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 8: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

8 nights via Tortola · Basse-Terre · Bridgetown +3 more

8-night round-trip sailing from San Juan · 6 ports of call, 1 day at sea · 1 departure on Scarlet Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 18:00
Day 2: Tortola (British Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: Basse-Terre (Guadeloupe) — Arrives 08:00 · Departs 18:00
Day 4: At sea — no port call listed for this day.
Day 5: Bridgetown (Barbados) — Arrives 08:00 · Departs 18:00
Day 6: Castries (Saint Lucia) — Arrives 08:00 · Departs 18:00
Day 7: Roseau (Dominica) — Arrives 08:00 · Departs 18:00
Day 8: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 9: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

8 nights via Charlotte Amalie · Willemstad · Oranjestad +2 more

8-night round-trip sailing from San Juan · 5 ports of call, 2 days at sea · 1 departure on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Willemstad (Curaçao) — Arrives 09:00 · Departs 19:00
Day 5: Oranjestad (Aruba) — Arrives 09:00 · Departs 22:00
Day 6: At sea — no port call listed for this day.
Day 7: Basseterre, Saint Kitts (Saint Kitts and Nevis) — Arrives 08:00 · Departs 18:00
Day 8: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 17:00
Day 9: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

8 nights via Charlotte Amalie · Bridgetown · Kingstown +2 more

8-night round-trip sailing from San Juan · 5 ports of call, 2 days at sea · 1 departure on Valiant Lady.

Day 1: San Juan (Puerto Rico) (Puerto Rico) — Embarkation · Departs 20:00
Day 2: Charlotte Amalie (U.S. Virgin Islands) — Arrives 08:00 · Departs 18:00
Day 3: At sea — no port call listed for this day.
Day 4: Bridgetown (Barbados) — Arrives 08:00 · Departs 20:00
Day 5: Kingstown (Saint Vincent and the Grenadines) — Arrives 08:00 · Departs 17:00
Day 6: Roseau (Dominica) — Arrives 08:00 · Departs 18:00
Day 7: Philipsburg (Sint Maarten (Dutch part)) — Arrives 08:00 · Departs 19:00
Day 8: At sea — no port call listed for this day.
Day 9: San Juan (Puerto Rico) (Puerto Rico) — Disembarkation · Arrives 06:30

Departure dates, ships and fares

Every departure of Southern Caribbean Cruise currently on sale. Fares are per person in Canadian dollars, double occupancy.

Nov 7, 2026 — 7 nights on Valiant Lady, returning Nov 14, 2026. from $1,295 CAD per person ($1,515.19 CAD all-in). Canada Resident Rate −10%. Routing: 7 nights via Philipsburg · Bridgetown · Castries +2 more. Buy now.
Nov 14, 2026 — 6 nights on Valiant Lady, returning Nov 20, 2026. from $923 CAD per person ($1,125.03 CAD all-in). Canada Resident Rate −5%. Routing: 6 nights via Tortola · Saint John's · Castries +1 more. Buy now.
Nov 20, 2026 — 8 nights on Valiant Lady, returning Nov 28, 2026. from $1,145 CAD per person ($1,384.12 CAD all-in). Canada Resident Rate −15%. Solo 150% single supplement. Routing: 8 nights via Charlotte Amalie · Willemstad · Oranjestad +2 more. Buy now.
Nov 28, 2026 — 7 nights on Valiant Lady, returning Dec 5, 2026. from $877 CAD per person ($1,109.47 CAD all-in). Canada Resident Rate −15%. Solo 150% single supplement. Routing: 7 nights via Charlotte Amalie · Road Town, Tortola · Basseterre, Saint Kitts +2 more. Buy now.
Dec 12, 2026 — 7 nights on Valiant Lady, returning Dec 19, 2026. from $1,093 CAD per person ($1,313.19 CAD all-in). Routing: 7 nights via Philipsburg · Bridgetown · Castries +2 more. Buy now.
Jan 2, 2027 — 7 nights on Valiant Lady, returning Jan 9, 2027. from $1,289 CAD per person ($1,517.19 CAD all-in). Canada Resident Rate −5%. Routing: 7 nights via Road Town, Tortola · Bridgetown · Castries +2 more. Buy now.
Jan 16, 2027 — 7 nights on Valiant Lady, returning Jan 23, 2027. from $1,201 CAD per person ($1,413.93 CAD all-in). Canada Resident Rate −10%. Routing: 7 nights via Philipsburg · Bridgetown · Castries +2 more. Buy now.
Jan 23, 2027 — 6 nights on Valiant Lady, returning Jan 29, 2027. from $1,018 CAD per person ($1,212.76 CAD all-in). Canada Resident Rate −10%. Routing: 6 nights via Road Town, Tortola · Basseterre, Saint Kitts · Saint John's +1 more. Buy now.
Feb 20, 2027 — 7 nights on Valiant Lady, returning Feb 27, 2027. from $1,301 CAD per person ($1,516.84 CAD all-in). Canada Resident Rate −5%. Routing: 7 nights via Road Town, Tortola · Castries · Bridgetown +2 more. Buy now.
Mar 6, 2027 — 7 nights on Valiant Lady, returning Mar 13, 2027. from $1,390 CAD per person ($1,618.19 CAD all-in). Routing: 7 nights via Road Town, Tortola · Bridgetown · Castries +2 more. Buy now.
Mar 13, 2027 — 6 nights on Valiant Lady, returning Mar 19, 2027. from $1,106 CAD per person ($1,300.76 CAD all-in). Routing: 6 nights via Road Town, Tortola · Basseterre, Saint Kitts · Saint John's +1 more. Buy now.
Mar 19, 2027 — 8 nights on Valiant Lady, returning Mar 27, 2027. from $1,178 CAD per person ($1,384.11 CAD all-in). Canada Resident Rate −5%. Routing: 8 nights via Charlotte Amalie · Bridgetown · Kingstown +2 more. Buy now.
Nov 12, 2027 — 8 nights on Scarlet Lady, returning Nov 20, 2027. from $1,478 CAD per person ($1,733.1 CAD all-in). Routing: 8 nights via Tortola · Basse-Terre · Bridgetown +3 more. Buy now.
Nov 27, 2027 — 7 nights on Scarlet Lady, returning Dec 4, 2027. from $1,178 CAD per person ($1,414.19 CAD all-in). Routing: 7 nights via Tortola · Bridgetown · Castries +2 more. Buy now.
Jan 2, 2028 — 6 nights on Scarlet Lady, returning Jan 8, 2028. from $772 CAD per person ($1,037.65 CAD all-in). Routing: 6 nights via Kingstown · Bridgetown · Roseau +1 more. Buy now.
Jan 15, 2028 — 7 nights on Scarlet Lady, returning Jan 22, 2028. from $896 CAD per person ($1,211 CAD all-in). Routing: 7 nights via Charlotte Amalie · Bridgetown · Kingstown +2 more. Buy now.
Jan 29, 2028 — 7 nights on Scarlet Lady, returning Feb 5, 2028. from $898 CAD per person ($1,211.18 CAD all-in). Buy now.
Feb 12, 2028 — 7 nights on Scarlet Lady, returning Feb 19, 2028. from $987 CAD per person ($1,311.9 CAD all-in). Routing: 7 nights via Charlotte Amalie · Bridgetown · Castries +2 more. Buy now.
Feb 26, 2028 — 7 nights on Scarlet Lady, returning Mar 4, 2028. from $989 CAD per person ($1,313.18 CAD all-in). Buy now.
Mar 11, 2028 — 7 nights on Scarlet Lady, returning Mar 18, 2028. from $1,089 CAD per person ($1,413.9 CAD all-in). Routing: 7 nights via Charlotte Amalie · Bridgetown · Fort-de-France +2 more. Buy now.
Mar 25, 2028 — 7 nights on Scarlet Lady, returning Apr 1, 2028. from $1,101 CAD per person ($1,414.18 CAD all-in). Buy now.
Apr 8, 2028 — 7 nights on Scarlet Lady, returning Apr 15, 2028. from $1,103 CAD per person ($1,415.46 CAD all-in). Routing: 7 nights via Tortola · Bridgetown · Castries +2 more. Buy now.
Apr 15, 2028 — 7 nights on Scarlet Lady, returning Apr 22, 2028. from $1,203 CAD per person ($1,516.73 CAD all-in). Routing: 7 nights via Charlotte Amalie · Basse-Terre · Castries +2 more. Buy now.

Get a Canadian dollar quote for Southern Caribbean Cruise

Sean Mills is a Virgin Voyages Top 100 First Mate. You will never pay more than booking direct, and group rates, Canada Resident Rates and Agent Loot perks are often available that virginvoyages.com will not show you. TICO #5003172.

Frequently asked questions

How long is the Southern Caribbean Cruise cruise?

Southern Caribbean Cruise sails as a 6, 7 or 8-night voyage from San Juan on Virgin Voyages' Scarlet Lady and Valiant Lady. 16 routings are on sale, each with its own ports and departure dates.

Which ports does the Southern Caribbean Cruise itinerary visit?

Across every routing on sale it calls at Basse-Terre, Basseterre, Saint Kitts, Bridgetown, Castries, Charlotte Amalie, Fort-de-France, Kingstown, Oranjestad, Philipsburg, Road Town, Tortola, Roseau, Saint John's, Tortola, Willemstad in Antigua and Barbuda, Aruba, Barbados, British Virgin Islands, Curaçao, Dominica, Guadeloupe, Martinique, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines, Sint Maarten (Dutch part) and U.S. Virgin Islands. The exact ports depend on the departure date you pick — every routing is listed day by day above.

How much does the Southern Caribbean Cruise cruise cost in Canadian dollars?

The lowest fare currently loaded is $772 CAD per person, or about $1,037.65 CAD per person once taxes and fees are added, across 23 departures. Booking through Revolution Travel means you are quoted and charged in Canadian dollars, with no cross-border exchange surprises. Virgin Voyages fares already include tips, Wi-Fi, group fitness classes and dining at every restaurant on board.

When does the Southern Caribbean Cruise itinerary sail?

23 departures are currently on sale, from Nov 7, 2026 through Apr 15, 2028. Every date is listed above with its own fare and booking link.

Does booking Southern Caribbean Cruise through a travel advisor cost more?

No. You will never pay more than booking direct with Virgin Voyages. Sean Mills is a Virgin Voyages Top 100 First Mate with access to group rates, Canada Resident Rates, and Agent Loot offers such as Sailor Loot or a bar tab on selected sailings, which are not available on virginvoyages.com. The advisor is paid by Virgin Voyages, not by you. TICO #5003172.

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