Azamara Cruises

Azamara Journey

Bridgetown → Castries → Road Town → San Juan

Nov 14, 2026 · 7 nights

$1,689 balcony · $241/night

11% below typical · 3-month low
Windstar Cruises

Star Legend

Bridgetown → Les Anses-d'Arlet → Port Elizabeth, Bequia → Bridgetown

Nov 27, 2026 · 7 nights

$2,699 oceanview · $386/night

Princess Cruises

Crown Princess

Bridgetown → San Juan → Castries → Bridgetown

Jan 22, 2027 · 7 nights

$1,399 interior · $200/night

Princess Cruises

Crown Princess

Bridgetown → San Juan → Saint George's → Bridgetown

Jan 29, 2027 · 7 nights

$1,499 interior · $214/night

Azamara Cruises

Azamara Quest

Bridgetown → Castries → Road Town → San Juan

Nov 14, 2027 · 7 nights

$1,939 interior · $277/night

Princess Cruises

Emerald Princess

Bridgetown → San Juan → Saint George's → Bridgetown

Nov 26, 2027 · 7 nights

$1,654 interior · $236/night

1% below typical
Azamara Cruises

Azamara Quest

Bridgetown → Castries → Charlotte Amalie, Saint Thomas → San Juan

Nov 28, 2027 · 7 nights

$1,689 interior · $241/night

Princess Cruises

Emerald Princess

Bridgetown → San Juan → Roseau → Bridgetown

Dec 10, 2027 · 7 nights

$1,524 interior · $218/night

2% below typical
Azamara Cruises

Azamara Quest

Bridgetown → Castries → Road Town → San Juan

Dec 12, 2027 · 7 nights

$1,679 interior · $240/night

Silversea Cruises

Silver Spirit

Bridgetown → Port Elizabeth, Bequia → Castries → Bridgetown

Jan 22, 2028 · 7 nights

$3,700 suite · $529/night

Princess Cruises

Emerald Princess

Bridgetown → San Juan → Saint George's → Bridgetown

Feb 4, 2028 · 7 nights

$1,644 interior · $235/night

2% below typical
SeaDream Yacht Club

SeaDream I

Bridgetown → Soufriere → Mayreau Island → Bridgetown

Nov 21, 2026 · 7 nights

$5,151 oceanview · $736/night

SeaDream Yacht Club

SeaDream I

Bridgetown → Port Elizabeth, Bequia → Saint-Barthélemy → Saint John's

Nov 28, 2026 · 7 nights

$4,861 oceanview · $694/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Port Elizabeth, Bequia → Union Island → Bridgetown

Nov 29, 2026 · 7 nights

$7,157 balcony · $1,022/night

Sea Cloud II

Bridgetown → Port Elizabeth, Bequia → Soufriere → Bridgetown

Dec 8, 2026 · 7 nights

$5,205 oceanview · $744/night

Sea Cloud II

Bridgetown → Port Elizabeth, Bequia → Soufriere → Bridgetown

Dec 15, 2026 · 7 nights

$5,205 oceanview · $744/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Kingstown → Union Island → Bridgetown

Dec 27, 2026 · 7 nights

$5,471 oceanview · $782/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Soufriere → Saint-Barthélemy → Marigot

Jan 3, 2027 · 6 nights

$15,124 suite · $2,521/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Soufriere → Norman Island → Marigot

Jan 30, 2027 · 7 nights

$5,092 oceanview · $727/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Soufriere → Norman Island → Marigot

Feb 27, 2027 · 7 nights

$7,103 balcony · $1,015/night

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