Barbados

LUSH & LOVELY ISLANDS OF THE LESSER ANTILLES

from $2,499.00 (USD)

Per Person

+ $131.00 taxes/fees

Jan 11, 2026
through Jan 18, 2026

More offers from Windstar Cruises

Jan 11, 2026 through Jan 18, 2026

Nights: 7

Ship: Wind Surf

Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: St. Maarten, Basseterre, Little Bay, Gustavia, Deshaies, Roseau, Pigeon Island, Bridgetown

Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.

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Inside

N/A

Outside

$2,499.00
Cat: B

Balcony

N/A

Suite

$5,599.00
Cat: OS

More Details Contact Us

Caribbean & Central America Cruise
Cartagena to Bridgetown

from $5,700.00 (USD)

Per Person

Dec 01, 2025
through Dec 10, 2025

More offers from Silversea Cruises

Dec 01, 2025 through Dec 10, 2025

Nights: 9

Ship: Silver Shadow

Price Per Night:$633.33 (USD)
(based on double occupancy, for comparison only)

Itinerary: Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,700.00
Cat: VI

More Details Contact Us

14-Day Yachtsman's Island Jewels
Bridgetown, Barbados to Philipsburg, Sint Maarten

from $7,604.00 (USD)

Per Person

+ $295.00 taxes/fees

Feb 07, 2026
through Feb 21, 2026

More offers from Seabourn Cruise Line

Feb 07, 2026 through Feb 21, 2026

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$543.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Carambola Beach, Trois Ilets, Pointe-a-pitre, Roseau, Dominica, Rodney Bay, St. Lucia, Bridgetown, Barbados, Castries, Saint Lucia, Montserrat, St. Johns, Antigua and Barbuda...

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,604.00
Cat: V3

More Details Contact Us

7-Day Caribbean Gems
Roundtrip from Bridgetown, Barbados

from $4,254.00 (USD)

Per Person

+ $145.00 taxes/fees

Feb 07, 2026
through Feb 14, 2026

More offers from Seabourn Cruise Line

Feb 07, 2026 through Feb 14, 2026

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$607.71 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Carambola Beach, Trois Ilets, Pointe-a-pitre, Roseau, Dominica, Rodney Bay, St. Lucia, Bridgetown, Barbados

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,254.00
Cat: V1

More Details Contact Us

Caribbean & Central America Cruise
Cartagena to Bridgetown

from $6,900.00 (USD)

Per Person

Dec 19, 2025
through Dec 28, 2025

More offers from Silversea Cruises

Dec 19, 2025 through Dec 28, 2025

Nights: 9

Ship: Silver Shadow

Price Per Night:$766.67 (USD)
(based on double occupancy, for comparison only)

Itinerary: Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,900.00
Cat: VI

More Details Contact Us

JEWELS OF THE WINDWARD ISLANDS

from $2,599.00 (USD)

Per Person

+ $223.00 taxes/fees

Mar 07, 2026
through Mar 14, 2026

More offers from Windstar Cruises

Mar 07, 2026 through Mar 14, 2026

Nights: 7

Ship: Wind Spirit

Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Little Bay, Les Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.

Other Categories Starting At:

Inside

N/A

Outside

$2,599.00
Cat: B

Balcony

N/A

Suite

N/A

More Details Contact Us

Colorful Caribbean Shores
14 nights on board Seven Seas Grandeur

from $9,549.00 (USD)

Per Person

Mar 05, 2025
through Mar 19, 2025

More offers from Regent Seven Seas Cruises

Mar 05, 2025 through Mar 19, 2025

Nights: 14

Ship: Seven Seas Grandeur

Price Per Night:$682.07 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Cruising The Florida Straits, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), St. George's, Kingstown, Bridgetown, Roseau...

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,549.00
Cat: G2

More Details Contact Us

7-Day Classic Caribbean Yacht Harbors
Bridgetown, Barbados to Philipsburg, Sint Maarten

from $4,334.00 (USD)

Per Person

+ $165.00 taxes/fees

Jan 04, 2025
through Jan 11, 2025

More offers from Seabourn Cruise Line

Jan 04, 2025 through Jan 11, 2025

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$619.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Terre-de-Haut, Iles des Saintes, Guadeloupe, St. Johns, Antigua and Barbuda, Great Harbour, Jost Van Dyke, Carambola Beach, Philipsburg, Sint Maarten

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,334.00
Cat: V1

More Details Contact Us

21-Day Yachtsman's Caribbean Sea Jewels
Philipsburg, Sint Maarten to Bridgetown, Barbados

from $13,139.00 (USD)

Per Person

+ $360.00 taxes/fees

Jan 25, 2025
through Feb 15, 2025

More offers from Seabourn Cruise Line

Jan 25, 2025 through Feb 15, 2025

Nights: 21

Ship: Seabourn Ovation

Price Per Night:$625.67 (USD)
(based on double occupancy, for comparison only)

Itinerary: Philipsburg, Sint Maarten, Frenchmans Cay, Carambola Beach, Fort-De-France, Martinique, Port Elizabeth, Bequia, St. Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Willemstad, Curacao, Kralendijk, Bonaire, Oranjestad, Aruba...

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$13,139.00
Cat: V1

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,609.00 (USD)

Per Person

+ $129.34 taxes/fees

Dec 29, 2024
through Jan 05, 2025

More offers from Royal Caribbean International

Dec 29, 2024 through Jan 05, 2025

Nights: 7

Ship: Rhapsody of The Seas

Price Per Night:$229.86 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Castries, St. Lucia, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,609.00
Cat: ZI

Outside

$1,740.00
Cat: YO

Balcony

$2,858.50
Cat: XB

Suite

$3,549.00
Cat: WS

More Details Contact Us

7-Day Yachtsman's Caribbean
Philipsburg, Sint Maarten to Bridgetown, Barbados

from $4,154.00 (USD)

Per Person

+ $145.00 taxes/fees

Feb 21, 2026
through Feb 28, 2026

More offers from Seabourn Cruise Line

Feb 21, 2026 through Feb 28, 2026

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$593.43 (USD)
(based on double occupancy, for comparison only)

Itinerary: Philipsburg, Sint Maarten, Frenchmans Cay, Carambola Beach, , Port Elizabeth, Bequia, St. Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,154.00
Cat: V3

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $5,600.00 (USD)

Per Person

Mar 02, 2026
through Mar 09, 2026

More offers from Silversea Cruises

Mar 02, 2026 through Mar 09, 2026

Nights: 7

Ship: Silver Spirit

Price Per Night:$800.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Bequia, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Castries, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,600.00
Cat: VI

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $611.50 (USD)

Per Person

+ $127.02 taxes/fees

Nov 17, 2024
through Nov 24, 2024

More offers from Royal Caribbean International

Nov 17, 2024 through Nov 24, 2024

Nights: 7

Ship: Rhapsody of The Seas

Price Per Night:$87.36 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Castries, St. Lucia, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$611.50
Cat: ZI

Outside

$632.00
Cat: YO

Balcony

$1,511.00
Cat: XB

Suite

$1,929.00
Cat: WS

More Details Contact Us

Circle South America
Miami to San Diego

from $21,049.00 (USD)

Per Person

Jan 06, 2026
through Mar 07, 2026

More offers from Oceania Cruises

Jan 06, 2026 through Mar 07, 2026

Nights: 60

Ship: Vista

Price Per Night:$350.82 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$23,399.00
Cat: A4

Suite

$33,299.00
Cat: PH2

More Details Contact Us

Barbados (14 offers included)