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Cruises to Great Harbour

71 live cruises call at Great Harbour — 7 to 19 nights, departing 12 ports, across 6 lines. A NestCruise advisor narrows them to the one that fits.

71 sailings
Emerald KaiaCaribbean

Emerald Cruises

Caribbean Yachting Hideaways

Aboard Emerald Kaia

San Juan (Puerto Rico) → Vieques → Saint John Island → Great Harbour, Jost Van Dyke +4 more

7 nights · 6 departures

Port-rich · 8 ports

Nov 2027 – Dec 2028View details →
Le PonantAmericas

PONANT EXPLORATIONS

Reverie under sail in the heart of the Lesser Antilles

Aboard Le Ponant

Marigot → Sandy Island → At Sea → Spanish Town, Virgin Gorda +5 more

7 nights · 6 departures

Port-rich · 9 ports

Dec 2026 – Jan 2028View details →
Seabourn OvationCaribbean

Seabourn

14-Day Caribbean Yacht Explorer

Aboard Seabourn Ovation

Bridgetown → Castries → Montserrat → Antigua +7 more

14 nights · 6 departures

Port-rich · 11 ports

Nov 2027 – Mar 2028View details →
Silver ShadowCaribbean

Silversea

San Juan to San Juan

Aboard Silver Shadow

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Little Bay → Castries +3 more

7 nights · 5 departures

Port-rich · 7 ports

Dec 2026 – Feb 2027View details →
Emerald AzzurraCaribbean

Emerald Cruises

Cruising the Leeward Islands

Aboard Emerald Azzurra

Marigot → Anguilla → Virgin Gorda → Norman Island +5 more

7 nights · 4 departures

Port-rich · 9 ports

Jan 2027 – Apr 2027View details →
Silver DawnCaribbean

Silversea

San Juan to San Juan

Aboard Silver Dawn

San Juan (Puerto Rico) → Saint John Island → Basseterre, Saint Kitts → Castries +3 more

7 nights · 3 departures

Port-rich · 7 ports

Dec 2027 – Feb 2028View details →
Crystal SymphonyCaribbean

Crystal

San Juan to Fort Lauderdale

Aboard Crystal Symphony

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Saint John's → Gustavia +3 more

7 nights · 2 departures

Port-rich · 7 ports

Nov 2026 – Dec 2026View details →
Le ChamplainCaribbean

PONANT EXPLORATIONS

Wonders of the Caribbean

Aboard Le Champlain

Fort-de-France → Antigua → Spanish Town, Virgin Gorda → Great Harbour, Jost Van Dyke +3 more

7 nights · 2 departures

Port-rich · 7 ports

Dec 2027View details →
Seabourn QuestCaribbean

Seabourn

14-Day Leeward Island Jewels

Aboard Seabourn Quest

Miami, Florida → San Juan (Puerto Rico) → Road Bay → South Friars Bay +6 more

14 nights · 2 departures

Balanced · 10 ports

Nov 2026 – Dec 2026View details →
Crystal SerenityCaribbean

Crystal

San Juan to Cartagena

Aboard Crystal Serenity

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → At Sea → Oranjestad +1 more

5 nights · 1 departure

Port-rich · 5 ports

Nov 2026View details →
EXPLORA IICaribbean

Explora Journeys

A Journey of Underwater Jewels & Captivating New Year's Eve Celebration

Aboard EXPLORA II

Miami, Florida → At Sea → Puerto Plata → Isla Catalana +4 more

7 nights · 1 departure

Port-rich · 8 ports

Dec 2027View details →
EXPLORA IIICaribbean

Explora Journeys

A Journey through Beguiling Caribbean Coastlines & Lush Landscapes

Aboard EXPLORA III

Miami, Florida → At Sea → Providenciales → Puerto Plata +4 more

7 nights · 1 departure

Port-rich · 8 ports

Nov 2026View details →
Le BougainvilleCaribbean

PONANT EXPLORATIONS

Caribbean Flavours

Aboard Le Bougainville

Fort-de-France → Antigua → Spanish Town, Virgin Gorda → Great Harbour, Jost Van Dyke +3 more

7 nights · 1 departure

Port-rich · 7 ports

Dec 2026View details →
EXPLORA ICaribbean

Explora Journeys

A Journey of Sparkling Skies & Bright Beginnings

Aboard EXPLORA I

Miami, Florida → At Sea → Puerto Plata → Isla Catalana +5 more

8 nights · 1 departure

Port-rich · 9 ports

Dec 2026View details →
Silver NovaCaribbean

Silversea

San Juan to Miami

Aboard Silver Nova

San Juan (Puerto Rico) → Saint John Island → Charlestown → Roseau +4 more

8 nights · 1 departure

Port-rich · 8 ports

Dec 2026View details →
Silver RayCaribbean

Silversea

San Juan to Miami

Aboard Silver Ray

San Juan (Puerto Rico) → Saint John Island → Saint John's → Fort-de-France +4 more

8 nights · 1 departure

Port-rich · 8 ports

Dec 2027View details →
Silver SpiritCaribbean

Silversea

Bridgetown to Bridgetown

Aboard Silver Spirit

Bridgetown → Saint George's → Port Elizabeth, Bequia → Castries +8 more

13 nights · 1 departure

Port-rich · 12 ports

Dec 2027View details →
Emerald KaiaCaribbean

Emerald Cruises

Discover the Yachting Islands of the Caribbean

Aboard Emerald Kaia

San Juan (Puerto Rico) → Vieques → Saint John Island → Great Harbour, Jost Van Dyke +9 more

14 nights · 6 departures

Port-rich · 13 ports

Nov 2027 – Mar 2028View details →
Seabourn OvationCaribbean

Seabourn

14-Day Caribbean Gems In Depth

Aboard Seabourn Ovation

Sint Maarten → Frenchman's Cay → South Friars Bay → Trois-Ilets +7 more

14 nights · 3 departures

Port-rich · 11 ports

Jan 2027 – Mar 2027View details →
Silver ShadowCaribbean

Silversea

San Juan to Bridgetown

Aboard Silver Shadow

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Gustavia → Saint John's +7 more

10 nights · 2 departures

Port-rich · 11 ports

Jan 2027 – Feb 2027View details →
Emerald AzzurraCaribbean

Emerald Cruises

Discover the Pearls of the Caribbean

Aboard Emerald Azzurra

Bridgetown → Soufrière → Îles des Saintes → Falmouth +10 more

14 nights · 4 departures

Port-rich · 14 ports

Dec 2026 – Mar 2027View details →
Silver DawnCaribbean

Silversea

San Juan to San Juan

Aboard Silver Dawn

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Basseterre, Saint Kitts → Gustavia +6 more

10 nights · 3 departures

Port-rich · 10 ports

Dec 2027 – Feb 2028View details →
Crystal SymphonyCaribbean

Crystal

Roundtrip Fort Lauderdale

Aboard Crystal Symphony

Fort Lauderdale, Florida → At Sea → Road Town, Tortola → Gustavia +10 more

17 nights · 2 departures

Port-rich · 14 ports

Dec 2026 – Feb 2027View details →
Le ChamplainCaribbean

PONANT EXPLORATIONS

Secret treasures of the Lesser Antilles

Aboard Le Champlain

Fort-de-France → Speightstown → Deshaies → Roseau +4 more

7 nights · 2 departures

Port-rich · 8 ports

Jan 2028 – Feb 2028View details →
Seabourn QuestCaribbean

Seabourn

10-Day Southern Caribbean & St. Barts

Aboard Seabourn Quest

Miami, Florida → San Juan (Puerto Rico) → South Friars Bay → Montserrat +2 more

10 nights · 1 departure

Balanced · 6 ports

Nov 2027View details →
Crystal SerenityCaribbean

Crystal

Fort Lauderdale to Cartagena

Aboard Crystal Serenity

Fort Lauderdale, Florida → Nassau → At Sea → Samaná +4 more

9 nights · 1 departure

Port-rich · 8 ports

Nov 2026View details →
EXPLORA IIICaribbean

Explora Journeys

A Journey of Tropical Festivities & Dazzling Island Beauty

Aboard EXPLORA III

Miami, Florida → At Sea → Ocho Rios → Isla Catalana +4 more

8 nights · 1 departure

Port-rich · 8 ports

Dec 2026View details →
EXPLORA ICaribbean

Explora Journeys

An Extended Journey into Island Bliss & Lively Celebrations

Aboard EXPLORA I

San Juan (Puerto Rico) → Basseterre, Saint Kitts → Tortola → Gustavia +8 more

15 nights · 1 departure

Port-rich · 12 ports

Dec 2026View details →
Silver RayCaribbean

Silversea

Miami to Miami

Aboard Silver Ray

Miami, Florida → At Sea → San Juan (Puerto Rico) → Saint John Island +5 more

12 nights · 1 departure

Balanced · 9 ports

Jan 2028View details →
Emerald KaiaCaribbean

Emerald Cruises

West Indies Island Hopping

Aboard Emerald Kaia

San Juan (Puerto Rico) → Saint John Island → Saint Thomas → Gustavia +2 more

7 nights · 3 departures

Port-rich · 6 ports

Dec 2027 – Nov 2028View details →
Seabourn OvationCaribbean

Seabourn

8-Day Southern Caribbean Gems

Aboard Seabourn Ovation

Miami, Florida → San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → South Friars Bay +3 more

8 nights · 1 departure

Port-rich · 7 ports

Nov 2026View details →
Silver ShadowCaribbean

Silversea

Miami to Miami

Aboard Silver Shadow

Miami, Florida → At Sea → San Juan (Puerto Rico) → Saint John Island +5 more

12 nights · 2 departures

Balanced · 9 ports

Nov 2026 – Dec 2027View details →
Emerald AzzurraCaribbean

Emerald Cruises

Cruising the Leeward Islands with Chef Rachel Hargrove

Aboard Emerald Azzurra

Marigot → Anguilla → Virgin Gorda → Norman Island +4 more

7 nights · 1 departure

Port-rich · 8 ports

Dec 2026View details →
Silver DawnCaribbean

Silversea

San Juan to San Juan

Aboard Silver Dawn

San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Gustavia → Basseterre, Saint Kitts +6 more

11 nights · 2 departures

Port-rich · 10 ports

Jan 2028View details →
Crystal SymphonyCaribbean

Crystal

Bridgetown to New York

Aboard Crystal Symphony

Bridgetown → Castries → Saint John's → Great Harbour, Jost Van Dyke +4 more

8 nights · 1 departure

Port-rich · 8 ports

Sep 2026View details →
Seabourn QuestCaribbean

Seabourn

10-Day Leeward Islands Holiday

Aboard Seabourn Quest

Miami, Florida → San Juan (Puerto Rico) → Road Bay → Montserrat +2 more

10 nights · 1 departure

Balanced · 6 ports

Dec 2027View details →
Crystal SerenityCaribbean

Crystal

San Juan to Fort Lauderdale

Aboard Crystal Serenity

San Juan (Puerto Rico) → Marigot → Basseterre, Saint Kitts → Great Harbour, Jost Van Dyke +6 more

10 nights · 1 departure

Port-rich · 10 ports

Dec 2027View details →
EXPLORA IIICaribbean

Explora Journeys

An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines

Aboard EXPLORA III

San Juan (Puerto Rico) → Tortola → Basseterre, Saint Kitts → Gustavia +7 more

14 nights · 1 departure

Port-rich · 11 ports

Nov 2026View details →
EXPLORA ICaribbean

Explora Journeys

An Extended Journey through Island Joys & Volcanic Majesty

Aboard EXPLORA I

Miami, Florida → At Sea → Puerto Plata → Isla Catalana +9 more

15 nights · 1 departure

Port-rich · 13 ports

Dec 2026View details →
Emerald KaiaCaribbean

Emerald Cruises

Beaches of the Virgin Islands

Aboard Emerald Kaia

San Juan (Puerto Rico) → Vieques → Saint John Island → Great Harbour, Jost Van Dyke +1 more

5 nights · 2 departures

Port-rich · 5 ports

Jan 2028 – Feb 2028View details →
Seabourn OvationCaribbean

Seabourn

10-Day Caribbean Yacht Harbor Holiday

Aboard Seabourn Ovation

Bridgetown → Saint George's → Port Elizabeth, Bequia → Saint Pierre +6 more

10 nights · 1 departure

Port-rich · 10 ports

Dec 2027View details →
Silver ShadowCaribbean

Silversea

Miami to San Juan

Aboard Silver Shadow

Miami, Florida → At Sea → Saint John Island → Philipsburg +6 more

10 nights · 1 departure

Port-rich · 10 ports

Dec 2026View details →
Emerald AzzurraCaribbean

Emerald Cruises

Discover the Hidden Wonders of the Caribbean

Aboard Emerald Azzurra

Bridgetown → Soufrière → Îles des Saintes → Falmouth +10 more

13 nights · 1 departure

Port-rich · 14 ports

Jan 2027View details →
Silver DawnCaribbean

Silversea

Miami to Miami

Aboard Silver Dawn

Miami, Florida → At Sea → San Juan (Puerto Rico) → Sopers Hole, Tortola +4 more

11 nights · 2 departures

Balanced · 8 ports

Mar 2028View details →
Crystal SymphonyCaribbean

Crystal

San Juan to New York

Aboard Crystal Symphony

San Juan (Puerto Rico) → Marigot → Roseau → Bridgetown +7 more

11 nights · 1 departure

Port-rich · 11 ports

Sep 2026View details →
Seabourn QuestCaribbean

Seabourn

11-Day Leeward Islands & Dominica Dreams

Aboard Seabourn Quest

Miami, Florida → San Juan (Puerto Rico) → Gustavia → Montserrat +3 more

11 nights · 1 departure

Balanced · 7 ports

Nov 2027View details →
Crystal SerenityTransatlantic

Crystal

Lisbon to Fort Lauderdale

Aboard Crystal Serenity

Lisbon → At Sea → Praia da Vitória → Ponta Delgada, Azores +5 more

15 nights · 1 departure

Balanced · 9 ports

Nov 2026View details →
EXPLORA IIICaribbean

Explora Journeys

An Extended Journey of Blissful Escapes & Shoreline Splendour

Aboard EXPLORA III

Miami, Florida → At Sea → Providenciales → Puerto Plata +8 more

14 nights · 1 departure

Port-rich · 12 ports

Nov 2026View details →

Frequently asked

How many cruises to Great Harbour does NestCruise have?
71 live sailings, 7 to 19 nights. A NestCruise advisor narrows them to the one that fits.
Which cruise lines visit Great Harbour?
Silversea, Crystal, Seabourn and Explora Journeys, among others.
How long are cruises to Great Harbour?
Most run 7 to 19 nights.
How much do cruises to Great Harbour cost?
NestCruise doesn't publish fares — it's a quote-only concierge. Share your dates and party size and an advisor prices your exact sailing at no cost.