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Showing 30 out of 160 cruises

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7-Day Classic Caribbean Yacht Harbors

7-Day Classic Caribbean Yacht Harbors

Great Harbour, Jost Van Dyke

7-Day Classic Caribbean Yacht Harbors

Cruise From:

~~Was £5348pp~~ Now: £4759pp

7-Day Classic Caribbean Yacht Harbors

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

13 Mar 2027
7 Nights
Seabourn Ovation
Caribbean

13 Mar 2027
7 Nights

Cruise From:

~~Was £5348pp~~ Now: £4759pp

View cruise

Holiday ID: 031701

10-Day Leeward Islands Holiday

South Friars Bay

10-Day Leeward Islands Holiday

San Juan (Puerto Rico)

10-Day Leeward Islands Holiday

Cruise From:

~~Was £5398pp~~ Now: £4799pp

10-Day Leeward Islands Holiday

Miami | San Juan (Puerto Rico) | Road Bay | Montserrat | South Friars Bay | Great Harbour | Miami

18 Dec 2027
10 Nights
Seabourn Quest
Caribbean

18 Dec 2027
10 Nights

Cruise From:

~~Was £5398pp~~ Now: £4799pp

View cruise

Holiday ID: 063831

10-Day Caribbean Yacht Harbor Holiday

10-Day Caribbean Yacht Harbor Holiday

10-Day Caribbean Yacht Harbor Holiday

Cruise From:

~~Was £5398pp~~ Now: £4799pp

10-Day Caribbean Yacht Harbor Holiday

Bridgetown | Saint George's | Port Elizabeth | Saint Pierre | Terre-de-Haut | Antigua | South Friars Bay | Great Harbour | Road Bay | Sint Maarten

18 Dec 2027
10 Nights
Seabourn Ovation
Caribbean

18 Dec 2027
10 Nights

Cruise From:

~~Was £5398pp~~ Now: £4799pp

View cruise

Holiday ID: 073881

12-Day Atlantic Crossing From Casablanca To The Caribbean

12-Day Atlantic Crossing From Casablanca To The Caribbean

12-Day Atlantic Crossing From Casablanca To The Caribbean

Cruise From:

~~Was £5398pp~~ Now: £4799pp

12-Day Atlantic Crossing From Casablanca To The Caribbean

Lisbon | Casablanca | Bridgetown

27 Nov 2028
12 Nights
Seabourn Ovation
Caribbean

27 Nov 2028
12 Nights

Cruise From:

~~Was £5398pp~~ Now: £4799pp

View cruise

Holiday ID: 074036

10-Day Southern Caribbean Holiday

10-Day Southern Caribbean Holiday

Great Harbour, Jost Van Dyke

10-Day Southern Caribbean Holiday

South Friars Bay

Cruise From:

~~Was £5398pp~~ Now: £4799pp

10-Day Southern Caribbean Holiday

Miami | San Juan (Puerto Rico) | Road Bay | Montserrat | South Friars Bay | Great Harbour | Miami

18 Dec 2028
10 Nights
Seabourn Quest
Caribbean

18 Dec 2028
10 Nights

Cruise From:

~~Was £5398pp~~ Now: £4799pp

View cruise

Holiday ID: 096608

14-Day Leeward Island Jewels

San Juan (Puerto Rico)

14-Day Leeward Island Jewels

14-Day Leeward Island Jewels

Fly Cruise From:

~~Was £5452pp~~ Now: £4852pp

14-Day Leeward Island Jewels

Miami | San Juan (Puerto Rico) | Road Bay | South Friars Bay | Roseau | Fort-de-France | Montserrat | Terre-de-Haut | Virgin Gorda | Great Harbour | Miami

22 Nov 2026
14 Nights
Seabourn Quest
Caribbean

22 Nov 2026
14 Nights

Fly Cruise From:

~~Was £5452pp~~ Now: £4852pp

View cruise

Holiday ID: 031669

14-Day Windward & Leeward Islands

14-Day Windward & Leeward Islands

14-Day Windward & Leeward Islands

Cruise From:

~~Was £5598pp~~ Now: £4982pp

14-Day Windward & Leeward Islands

Miami | Cruz Bay | Gustavia | South Friars Bay | Fort-de-France | Roseau | Montserrat | Antigua | Road Bay | Great Harbour | Miami

04 Dec 2027
14 Nights
Seabourn Quest
Caribbean

04 Dec 2027
14 Nights

Cruise From:

~~Was £5598pp~~ Now: £4982pp

View cruise

Holiday ID: 063830

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

Frenchman's Cay

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

English Harbour

Cruise From:

~~Was £5698pp~~ Now: £5071pp

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

Sint Maarten | Frenchman's Cay | Road Bay | English Harbour | South Friars Bay | Terre-de-Haut | Bonaire | Curaçao | Rodney Bay | Bridgetown

28 Dec 2027
11 Nights
Seabourn Ovation
Caribbean

28 Dec 2027
11 Nights

Cruise From:

~~Was £5698pp~~ Now: £5071pp

View cruise

Holiday ID: 073883

14-Day Leeward Island Jewels

14-Day Leeward Island Jewels

14-Day Leeward Island Jewels

Fly Cruise From:

~~Was £6787pp~~ Now: £5097pp

14-Day Leeward Island Jewels

Miami | San Juan (Puerto Rico) | Virgin Gorda | South Friars Bay | Roseau | Fort-de-France | Terre-de-Haut | Montserrat | Road Bay | Great Harbour | Miami

06 Dec 2026
14 Nights
Seabourn Quest
Caribbean

06 Dec 2026
14 Nights

Fly Cruise From:

~~Was £6787pp~~ Now: £5097pp

View cruise

Holiday ID: 031670

14-Day Caribbean Yacht Explorer

14-Day Caribbean Yacht Explorer

14-Day Caribbean Yacht Explorer

Cruise From:

~~Was £6298pp~~ Now: £5599pp

14-Day Caribbean Yacht Explorer

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

27 Nov 2027
14 Nights
Seabourn Ovation
Caribbean

27 Nov 2027
14 Nights

Cruise From:

~~Was £6298pp~~ Now: £5599pp

View cruise

Holiday ID: 073877

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

South Friars Bay

14-Day Boutique Yacht Harbors Of The Caribbean

Cruise From:

~~Was £6298pp~~ Now: £5599pp

14-Day Boutique Yacht Harbors Of The Caribbean

Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten | South Friars Bay | Gustavia | Castries | Terre-de-Haut | Saint George's | Bridgetown

09 Dec 2028
14 Nights
Seabourn Ovation
Caribbean

09 Dec 2028
14 Nights

Cruise From:

~~Was £6298pp~~ Now: £5599pp

View cruise

Holiday ID: 096611

12-Day Authors At Sea: Caribbean & Atlantic Passage

Funchal, Madeira

12-Day Authors At Sea: Caribbean & Atlantic Passage

12-Day Authors At Sea: Caribbean & Atlantic Passage

Fly Cruise From:

~~Was £6335pp~~ Now: £5638pp

12-Day Authors At Sea: Caribbean & Atlantic Passage

Bridgetown | Castries | Funchal | Portimão | Lisbon

27 Mar 2027
12 Nights
Seabourn Ovation
Caribbean

27 Mar 2027
12 Nights

Fly Cruise From:

~~Was £6335pp~~ Now: £5638pp

View cruise

Holiday ID: 031705

14-Day Exotic Caribbean In Depth

14-Day Exotic Caribbean In Depth

14-Day Exotic Caribbean In Depth

Port Elizabeth, Bequia

Fly Cruise From:

~~Was £7757pp~~ Now: £5712pp

14-Day Exotic Caribbean In Depth

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

09 Jan 2027
14 Nights
Seabourn Ovation
Caribbean

09 Jan 2027
14 Nights

Fly Cruise From:

~~Was £7757pp~~ Now: £5712pp

View cruise

Holiday ID: 031686

14-Day Yacht Harbors & Southern Island Discovery

14-Day Yacht Harbors & Southern Island Discovery

14-Day Yacht Harbors & Southern Island Discovery

Cruise From:

~~Was £6498pp~~ Now: £5783pp

14-Day Yacht Harbors & Southern Island Discovery

Bridgetown | Rodney Bay | Curaçao | Aruba | Bonaire | Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

08 Jan 2028
14 Nights
Seabourn Ovation
Caribbean

08 Jan 2028
14 Nights

Cruise From:

~~Was £6498pp~~ Now: £5783pp

View cruise

Holiday ID: 073885

14-Day St. Barts & Boutique Yacht Harbors Holiday

14-Day St. Barts & Boutique Yacht Harbors Holiday

South Friars Bay

14-Day St. Barts & Boutique Yacht Harbors Holiday

Cruise From:

~~Was £6898pp~~ Now: £6139pp

14-Day St. Barts & Boutique Yacht Harbors Holiday

Sint Maarten | South Friars Bay | Gustavia | Castries | Terre-de-Haut | Saint George's | Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten

16 Dec 2028
14 Nights
Seabourn Ovation
Caribbean

16 Dec 2028
14 Nights

Cruise From:

~~Was £6898pp~~ Now: £6139pp

View cruise

Holiday ID: 096613

14-Day Caribbean Yacht Harbors In Depth

14-Day Caribbean Yacht Harbors In Depth

South Friars Bay

14-Day Caribbean Yacht Harbors In Depth

Cruise From:

~~Was £6998pp~~ Now: £6228pp

14-Day Caribbean Yacht Harbors In Depth

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

04 Mar 2028
14 Nights
Seabourn Ovation
Caribbean

04 Mar 2028
14 Nights

Cruise From:

~~Was £6998pp~~ Now: £6228pp

View cruise

Holiday ID: 073900

14-Day Caribbean Gems In Depth

Great Harbour, Jost Van Dyke

14-Day Caribbean Gems In Depth

14-Day Caribbean Gems In Depth

Cruise From:

~~Was £8798pp~~ Now: £6264pp

14-Day Caribbean Gems In Depth

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

16 Jan 2027
14 Nights
Seabourn Ovation
Caribbean

16 Jan 2027
14 Nights

Cruise From:

~~Was £8798pp~~ Now: £6264pp

View cruise

Holiday ID: 031688

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten | South Friars Bay | Aruba | Curaçao | Bonaire | Bridgetown

06 Jan 2029
14 Nights
Seabourn Ovation
Caribbean

06 Jan 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096619

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Port Elizabeth, Bequia

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Sint Maarten | South Friars Bay | Aruba | Curaçao | Bonaire | Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten

13 Jan 2029
14 Nights
Seabourn Ovation
Caribbean

13 Jan 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096621

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Boutique Yacht Harbors Of The Caribbean

Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten | South Friars Bay | Gustavia | Fort-de-France | Terre-de-Haut | Saint George's | Bridgetown

20 Jan 2029
14 Nights
Seabourn Ovation
Caribbean

20 Jan 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096623

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Sint Maarten | South Friars Bay | Gustavia | Fort-de-France | Terre-de-Haut | Saint George's | Bridgetown | Rodney Bay | Curaçao | Aruba | Bonaire | Bridgetown

27 Jan 2029
14 Nights
Seabourn Ovation
Caribbean

27 Jan 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096625

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Port Elizabeth, Bequia

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Bridgetown | Rodney Bay | Curaçao | Aruba | Bonaire | Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten

03 Feb 2029
14 Nights
Seabourn Ovation
Caribbean

03 Feb 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096627

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

South Friars Bay

14-Day Boutique Yacht Harbors Of The Caribbean

Great Harbour, Jost Van Dyke

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Boutique Yacht Harbors Of The Caribbean

Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten | South Friars Bay | Gustavia | Castries | Terre-de-Haut | Saint George's | Bridgetown

24 Feb 2029
14 Nights
Seabourn Ovation
Caribbean

24 Feb 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096634

14-Day St. Barts & Boutique Yacht Harbors

14-Day St. Barts & Boutique Yacht Harbors

14-Day St. Barts & Boutique Yacht Harbors

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day St. Barts & Boutique Yacht Harbors

Sint Maarten | South Friars Bay | Gustavia | Castries | Terre-de-Haut | Saint George's | Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten

03 Mar 2029
14 Nights
Seabourn Ovation
Caribbean

03 Mar 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096636

14-Day Boutique Yacht Harbors Of The Caribbean

Port Elizabeth, Bequia

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

Cruise From:

~~Was £7098pp~~ Now: £6317pp

14-Day Boutique Yacht Harbors Of The Caribbean

Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten | South Friars Bay | Gustavia | Castries | Terre-de-Haut | Saint George's | Bridgetown

10 Mar 2029
14 Nights
Seabourn Ovation
Caribbean

10 Mar 2029
14 Nights

Cruise From:

~~Was £7098pp~~ Now: £6317pp

View cruise

Holiday ID: 096638

14-Day Exotic Caribbean In Depth

South Friars Bay

14-Day Exotic Caribbean In Depth

Great Harbour, Jost Van Dyke

14-Day Exotic Caribbean In Depth

Fly Cruise From:

~~Was £8638pp~~ Now: £6399pp

14-Day Exotic Caribbean In Depth

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

23 Jan 2027
14 Nights
Seabourn Ovation
Caribbean

23 Jan 2027
14 Nights

Fly Cruise From:

~~Was £8638pp~~ Now: £6399pp

View cruise

Holiday ID: 031690

14-Day Caribbean Yacht Explorer

14-Day Caribbean Yacht Explorer

Port Elizabeth, Bequia

14-Day Caribbean Yacht Explorer

Great Harbour, Jost Van Dyke

Cruise From:

~~Was £7198pp~~ Now: £6399pp

14-Day Caribbean Yacht Explorer

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

12 Feb 2028
14 Nights
Seabourn Ovation
Caribbean

12 Feb 2028
14 Nights

Cruise From:

~~Was £7198pp~~ Now: £6399pp

View cruise

Holiday ID: 073894

14-Day Caribbean Yacht Harbors In Depth

14-Day Caribbean Yacht Harbors In Depth

14-Day Caribbean Yacht Harbors In Depth

Cruise From:

~~Was £7198pp~~ Now: £6399pp

14-Day Caribbean Yacht Harbors In Depth

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

19 Feb 2028
14 Nights
Seabourn Ovation
Caribbean

19 Feb 2028
14 Nights

Cruise From:

~~Was £7198pp~~ Now: £6399pp

View cruise

Holiday ID: 073896

14-Day Caribbean Yacht Explorer

14-Day Caribbean Yacht Explorer

Great Harbour, Jost Van Dyke

14-Day Caribbean Yacht Explorer

Cruise From:

~~Was £7198pp~~ Now: £6399pp

14-Day Caribbean Yacht Explorer

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

26 Feb 2028
14 Nights
Seabourn Ovation
Caribbean

26 Feb 2028
14 Nights

Cruise From:

~~Was £7198pp~~ Now: £6399pp

View cruise

Holiday ID: 073898

14-Day Exploring Boutique Yacht Harbors On Holiday

14-Day Exploring Boutique Yacht Harbors On Holiday

14-Day Exploring Boutique Yacht Harbors On Holiday

Cruise From:

~~Was £7298pp~~ Now: £6495pp

14-Day Exploring Boutique Yacht Harbors On Holiday

Sint Maarten | Virgin Gorda | South Friars Bay | Castries | Terre-de-Haut | Saint George's | Bridgetown | Port Elizabeth | Trois-Ilets | Antigua | South Friars Bay | Great Harbour | Sint Maarten

30 Dec 2028
14 Nights
Seabourn Ovation
Caribbean

30 Dec 2028
14 Nights

Cruise From:

~~Was £7298pp~~ Now: £6495pp

View cruise

Holiday ID: 096617

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