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Cruises to Montserrat

35 live cruises call at Montserrat — 10 to 87 nights, departing 5 ports, across one line. A NestCruise advisor narrows them to the one that fits.

35 sailings
Seabourn OvationCaribbean

Seabourn

7-Day Classic Caribbean Yacht Harbors

Aboard Seabourn Ovation

Bridgetown → Rodney Bay → Montserrat → Antigua +3 more

7 nights · 6 departures

Port-rich · 7 ports

Nov 2026 – Feb 2027View details →
Seabourn VentureCaribbean

Seabourn

8-Day Southern Caribbean Yacht Harbors

Aboard Seabourn Venture

Halifax, Nova Scotia → South Friars Bay → Montserrat → Rodney Bay +1 more

8 nights · 2 departures

Balanced · 5 ports

Oct 2026 – Oct 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 →
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 →
Seabourn VentureCaribbean

Seabourn

22-Day Wild Labrador Coast & Southern Caribbean

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pangnirtung, Nunavut → Lady Franklin Island, Nunavut +15 more

23 nights · 2 departures

Port-rich · 19 ports

Sep 2026 – Sep 2027View 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 →
Seabourn OvationCaribbean

Seabourn

14-Day Exotic Caribbean In Depth

Aboard Seabourn Ovation

Bridgetown → Rodney Bay → Montserrat → Antigua +7 more

14 nights · 6 departures

Port-rich · 11 ports

Nov 2026 – Feb 2027View details →
Seabourn VentureWorld Cruise

Seabourn

38-Day Wild Labrador Coast, Caribbean & South America

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pangnirtung, Nunavut → Lady Franklin Island, Nunavut +23 more

39 nights · 2 departures

Balanced · 27 ports

Sep 2026 – Sep 2027View 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 →
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 →
Seabourn VentureWorld Cruise

Seabourn

81-Day Grand Expedition: Arctic To Antarctica

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Iqaluit, Nunavut +39 more

82 nights · 2 departures

Balanced · 43 ports

Aug 2027 – Aug 2028View 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 →
Seabourn OvationEurope

Seabourn

14-Day Yacht Harbors & Southern Island Discovery

Aboard Seabourn Ovation

Bridgetown → Rodney Bay → Curaçao → Aruba +7 more

14 nights · 1 departure

Port-rich · 11 ports

Jan 2028View details →
Seabourn VentureCaribbean

Seabourn

22-Day Wild Labrador Coast & Caribbean Crossing

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Pangnirtung, Nunavut +15 more

23 nights · 1 departure

Port-rich · 19 ports

Sep 2028View details →
Seabourn QuestCaribbean

Seabourn

14-Day Windward & Leeward Islands

Aboard Seabourn Quest

Miami, Florida → Cruz Bay, Saint John → Gustavia → South Friars Bay +6 more

14 nights · 1 departure

Balanced · 10 ports

Dec 2027View details →
Seabourn OvationCaribbean

Seabourn

15-Day Southern Caribbean In Depth

Aboard Seabourn Ovation

Miami, Florida → San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → South Friars Bay +8 more

15 nights · 1 departure

Port-rich · 12 ports

Nov 2026View details →
Seabourn VentureCaribbean

Seabourn

24-Day Southern Caribbean Yacht Harbors & Coast Of Brazil

Aboard Seabourn Venture

Halifax, Nova Scotia → South Friars Bay → Montserrat → Rodney Bay +9 more

24 nights · 1 departure

Balanced · 13 ports

Oct 2026View details →
Seabourn QuestCaribbean

Seabourn

16-Day Leeward Island Holiday

Aboard Seabourn Quest

Miami, Florida → San Juan (Puerto Rico) → Road Bay → South Friars Bay +8 more

16 nights · 1 departure

Balanced · 12 ports

Dec 2026View details →
Seabourn VentureAmericas

Seabourn

38-Day Labrador Coast, French Guiana & Coastal Brazil

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Pangnirtung, Nunavut +23 more

39 nights · 1 departure

Balanced · 27 ports

Sep 2028View details →
Seabourn VentureWorld Cruise

Seabourn

40-Day Northwest Passage, Labrador Coast & Caribbean

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Iqaluit, Nunavut +23 more

41 nights · 1 departure

Balanced · 27 ports

Aug 2027View details →
Seabourn VentureWorld Cruise

Seabourn

45-Day Caribbean, South America & Scotia Arc Expedition

Aboard Seabourn Venture

Halifax, Nova Scotia → South Friars Bay → Montserrat → Rodney Bay +16 more

45 nights · 1 departure

Sea-paced · 20 ports

Oct 2026View details →
Seabourn VentureWorld Cruise

Seabourn

49-Day Caribbean, South America & Scotia Arc Expedition

Aboard Seabourn Venture

Halifax, Nova Scotia → South Friars Bay → Montserrat → Rodney Bay +17 more

49 nights · 1 departure

Sea-paced · 21 ports

Oct 2027View details →
Seabourn VentureCaribbean

Seabourn

49-Day Exploring The Caribbean, South America & Scotia Arc

Aboard Seabourn Venture

Halifax, Nova Scotia → South Friars Bay → Montserrat → Rodney Bay +16 more

49 nights · 1 departure

Sea-paced · 20 ports

Oct 2028View details →
Seabourn VentureArctic

Seabourn

52-Day Arctic Expeditions & Southern Caribbean Harbors

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +26 more

53 nights · 1 departure

Balanced · 30 ports

Aug 2027View details →
Seabourn VentureWorld Cruise

Seabourn

54-Day High Arctic, Northwest Passage, & Lesser Antilles

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +26 more

55 nights · 1 departure

Balanced · 30 ports

Aug 2028View details →
Seabourn VentureWorld Cruise

Seabourn

56-Day Northern Hemisphere Explorer: Greenland To Brazil

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Iqaluit, Nunavut +31 more

57 nights · 1 departure

Balanced · 35 ports

Aug 2027View details →
Seabourn VentureWorld Cruise

Seabourn

59-Day Labrador Coast, Caribbean, South America & Scotia Arc

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pangnirtung, Nunavut → Lady Franklin Island, Nunavut +29 more

60 nights · 1 departure

Balanced · 33 ports

Sep 2026View details →
Seabourn VentureWorld Cruise

Seabourn

63-Day Labrador Coast, Caribbean, South America & Scotia Arc

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Nuuk (Godthaab) → Pangnirtung, Nunavut +31 more

64 nights · 1 departure

Balanced · 35 ports

Sep 2027View details →
Seabourn VentureWorld Cruise

Seabourn

68-Day Northern Hemisphere Explorer: Arctic To South America

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +34 more

69 nights · 1 departure

Balanced · 38 ports

Aug 2027View details →
Seabourn VentureWorld Cruise

Seabourn

70-Day Arctic, Northwest Passage, Lesser Antilles & Brazil

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +34 more

71 nights · 1 departure

Balanced · 38 ports

Aug 2028View details →
Seabourn VentureWorld Cruise

Seabourn

72-Day Arctic Exploration, Labrador Coast & Lesser Antilles

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Ilulissat (Jakobshavn) → Northeast Greenland +31 more

73 nights · 1 departure

Balanced · 35 ports

Jul 2028View details →
Seabourn VentureWorld Cruise

Seabourn

87-Day Ultimate Greenland, Labrador Coast & Lesser Antilles

Aboard Seabourn Venture

Reykjavík → Grundarfjørdur → Greenland's East Coast Fjords → Tasiilaq +42 more

87 nights · 1 departure

Balanced · 46 ports

Jul 2028View details →
Seabourn VentureWorld Cruise

Seabourn

88-Day Ultimate Arctic Exploration & The Lesser Antilles

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Ilulissat (Jakobshavn) → Northeast Greenland +39 more

89 nights · 1 departure

Balanced · 43 ports

Jul 2028View details →
Seabourn VentureWorld Cruise

Seabourn

93-Day Pole To Pole: Grand Expedition

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +42 more

94 nights · 1 departure

Balanced · 46 ports

Aug 2027View details →
Seabourn VentureWorld-wide

Seabourn

95-Day Grand Expedition: Pole To Pole

Aboard Seabourn Venture

Reykjavík → Kangerlussuaq Havn → Pond Inlet, Nunavut → Exploring the Northwest Passage +42 more

96 nights · 1 departure

Balanced · 46 ports

Aug 2028View details →

Frequently asked

How many cruises to Montserrat does NestCruise have?
35 live sailings, 10 to 87 nights. A NestCruise advisor narrows them to the one that fits.
Which cruise lines visit Montserrat?
Seabourn, among others.
How long are cruises to Montserrat?
Most run 10 to 87 nights.
How much do cruises to Montserrat 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.