Jibhop

Silver Shadow • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 7, 2026 → Nov 18, 2026 • Miami ↔

From $7,000

$7,000 · $636/night · great deal · ↓24% below typical

$636/night

Great deal

↓24% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Rodney Bay, Little Bay & South Friars Bay

Mar 11, 2028 → Mar 18, 2028 • Bridgetown → Philipsburg

Lowest in 180 days ↘

From $3,909

$3,909 · $558/night · typical price · ↓5% below typical

$558/night

Typical price

↓5% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay

Mar 11, 2028 → Mar 25, 2028 • Bridgetown ↔

Lowest in 30 days ↘

From $7,819

$7,819 · $559/night · typical price · ↓5% below typical

$559/night

Typical price

↓5% below typical

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Philipsburg, Saint John's & Little Bay

Jan 4, 2027 → Jan 20, 2027 • San Juan → Miami

$640 below typical

From $8,960

$8,960 · $560/night · typical price · ↓7% below typical

$560/night

Typical price

↓7% below typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Little Bay

Dec 10, 2026 → Dec 20, 2026 • Miami → San Juan

From $6,300

$6,300 · $630/night · good value · ↓13% below typical

$630/night

Good value

↓13% below typical

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

4% below typical

From $7,094

$7,094 · $788/night · typical price · ↓4% below typical

$788/night

Typical price

↓4% below typical

Seabourn Venture • Seabourn

8-night Eastern Caribbean Arc via South Friars Bay & Little Bay

Oct 2, 2028 → Oct 10, 2028 • Halifax → Bridgetown

Lowest in 180 days ↘

From $4,949

$4,949 · $619/night · typical price

$619/night

Typical price

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 23, 2027 → Jan 30, 2027 • Bridgetown → Philipsburg

Lowest in 180 days ↘

From $4,759

$4,759 · $680/night · typical price · ↑3% above typical

$680/night

Typical price

↑3% above typical

Seabourn Venture • Seabourn

8-night Eastern Caribbean Arc via South Friars Bay & Little Bay

Oct 1, 2027 → Oct 9, 2027 • Halifax → Bridgetown

Lowest in 180 days ↘

From $5,099

$5,099 · $637/night · typical price · ↑3% above typical

$637/night

Typical price

↑3% above typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Jan 10, 2027 → Jan 20, 2027 • San Juan → Bridgetown

From $7,100

$7,100 · $710/night · typical price · ↓1% below typical

$710/night

Typical price

↓1% below typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Feb 6, 2027 → Feb 16, 2027 • San Juan → Bridgetown

From $7,100

$7,100 · $710/night · typical price · ↓1% below typical

$710/night

Typical price

↓1% below typical

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Saint-Barthélemy, Basseterre, Saint Kitts & Little Bay

Feb 26, 2027 → Mar 5, 2027 • San Juan ↔

From $5,900

$5,900 · $843/night · priced high · ↑17% above typical

$843/night

Priced high

↑17% above typical

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Saint-Barthélemy, Saint John's & Little Bay

Jan 3, 2027 → Jan 10, 2027 • San Juan ↔

From $5,700

$5,700 · $814/night · priced high · ↑13% above typical

$814/night

Priced high

↑13% above typical

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Jost Van Dyke & Little Bay

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

From $5,500

$5,500 · $786/night · typical price · ↑9% above typical

$786/night

Typical price

↑9% above typical

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Little Bay, Saint John's & Saint-Barthélemy

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

From $5,400

$5,400 · $771/night · typical price · ↑7% above typical

$771/night

Typical price

↑7% above typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Little Bay

Jan 20, 2027 → Jan 30, 2027 • Bridgetown → San Juan

From $7,200

$7,200 · $720/night · typical price

$720/night

Typical price

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Spanish Town & Little Bay

Feb 9, 2028 → Feb 16, 2028 • La Romana → Fort-de-France

From $4,821

$4,821 · $689/night · priced high · ↑21% above typical

$689/night

Priced high

↑21% above typical

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Deshaies & Little Bay

Jan 5, 2028 → Jan 12, 2028 • Fort-de-France → La Romana

From $4,525

$4,525 · $646/night · priced high · ↑13% above typical

$646/night

Priced high

↑13% above typical

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 27, 2027 → Jan 5, 2028 • Philipsburg ↔

From $7,593

$7,593 · $844/night · typical price · ↑3% above typical

$844/night

Typical price

↑3% above typical

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Philipsburg & Little Bay

Jan 4, 2027 → Jan 11, 2027 • San Juan → Miami

↘

From $4,200

$4,200 · $600/night · typical price

$600/night

Typical price