Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Miami → Puerto Plata → Cayo Levantado → San Juan → Saint-Barthélemy → Roseau → Pointe-à-Pitre → Basseterre, Saint Kitts → Tortola → Miami

12 nights
Miami
Eastern Caribbean
8 ports

Loading map...

Embark and disembark port

Port of call

Port by port

12 nights · 8 port calls · 7 countries

Stop #1

Embark

Miami

United States · US East Coast
Stop #2

Puerto Plata

Dominican Republic · Eastern Caribbean

Usually docks
Stop #3

Cayo Levantado

Dominican Republic · Eastern Caribbean
Stop #4

San Juan

Puerto Rico · Eastern Caribbean

Usually docks
Stop #5

Saint-Barthélemy

Saint Barthélemy · Eastern Caribbean
Stop #6

Roseau

Dominica · Southern Caribbean

Usually docks
Stop #7

Pointe-à-Pitre

Guadeloupe · Eastern Caribbean

Usually docks
Stop #8

Basseterre, Saint Kitts

Saint Kitts and Nevis · Eastern Caribbean

Usually docks
Stop #9

Tortola

Virgin Islands, British · Eastern Caribbean

Usually docks
Stop #10

Disembark

Miami

United States · US East Coast

What would you change about this trip?

Explore other routes with different ports, trip lengths, and departure ports.

Swap Cayo Levantado and Saint-Barthélemy and 1 more for Saint John's

2 nights shorter

Adds Antigua and Barbuda; Shares 5 of this route's 8 ports

Puerto Plata, San Juan & Basseterre, Saint Kitts

1 upcoming departure From $835/night

Swap Cayo Levantado and Pointe-à-Pitre and 1 more for Saint John's

Adds Antigua and Barbuda; Shares 5 of this route's 8 ports

Puerto Plata & San Juan

1 upcoming departure From $730/night

Swap Cayo Levantado and Roseau and 1 more for Nassau and Charlotte Amalie, Saint Thomas

2 nights shorter

Adds Bahamas; Shares 5 of this route's 8 ports

Lowest fare is ~41% lower than this route

Nassau, San Juan & Tortola

1 upcoming departure From $350/night

Swap Cayo Levantado and Saint-Barthélemy and 1 more for Bridgetown and Philipsburg

Depart from Fort Lauderdale instead · 1 night shorter

Adds Barbados; Shares 5 of this route's 8 ports

Lowest fare is ~79% lower than this route

Basseterre, Saint Kitts, Roseau & Bridgetown

1 upcoming departure From $123/night

Pricing

0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $592/night.

Median current fare: $592/night; $7,099 total
Lowest recent fare: $592/night; $7,099 total
Sailings with good pricing: 0 of 1 favorable; Price history for 1 of 1 sailings
Comparison set: 1 sailings; Currently priced departures

Best departures

How these are chosen

Best overall value: the strongest value signal, a fare furthest below Jibhop's typical fare for the same cabin, among departures with enough price history.
Lowest fare: the lowest current starting fare among all listed departures. Cabin categories can differ between departures, so check the cabin shown.
Best near-term option: a below-typical fare on a departure within the next 90 days.
Currently priced high: a fare above its usual range in Jibhop's observations. Shown as a warning, not a recommendation.

Lowest fare

Seven Seas Grandeur

Miami → Puerto Plata → Tortola → Miami

Mar 20, 2028 · 12 nights

$7,099 suite · $592/night

4% above typical

All departures

Each fare is the departure's lowest current fare; the cabin category can differ between departures. Observed fares, not guaranteed availability.

Mar 20, 2028

Seven Seas Grandeur • 12 nights • Miami ↔

Okay to book

4% above typical

$7,099

$592/night

Explore in full search view