Barbados

Circle South America
Miami to San Diego

from $21,699.00 (USD)

Per Person

Jan 06, 2026
through Mar 07, 2026

More offers from Oceania Cruises

Nights: 60

Ship: Vista

Price Per Night:$361.65 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2026 through Mar 07, 2026

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

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Inside

N/A

Outside

N/A

Balcony

$23,499.00
Cat:A4
391.65 per night

Suite

N/A

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132-Day Grand World Voyage
Roundtrip from Fort Lauderdale, Florida, US

from $30,354.00 (USD)

Per Person

+ $510.00 taxes/fees

Jan 04, 2026
through May 16, 2026

More offers from Holland America Line

Nights: 132

Ship: Volendam

Price Per Night:$229.95 (USD)
(based on double occupancy, for comparison only)

Jan 04, 2026 through May 16, 2026

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Bridgetown, Barbados, Days At Sea, Devils Island, French Guiana, Crossing the Equator, Icoaraci (Belem), Brazil, Days At Sea, Recife, Brazil, Days At Sea...

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Discover Eastern Caribbean & Grenadines
Bridgetown to Marigot

from $20,540.00 (USD)

Per Person

Dec 14, 2024
through Dec 28, 2024

More offers from Emerald Cruises

Nights: 14

Ship: Emerald Sakara

Price Per Night:$1,467.14 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2024 through Dec 28, 2024

Itinerary: Bridgetown, Barbados, Port St. Charles, Barbados, Kingstown - Bequia Island, Saint Vincent and the Grenadines, Bequia Island - Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island - Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe...

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The Crane

from $583.67 (USD)

Per Person

Dec 08, 2024
through Dec 11, 2024

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$194.56 (USD)
(based on double occupancy, for comparison only)

Dec 08, 2024 through Dec 11, 2024

Location(s): Barbados

Recognized as the Caribbean's oldest continuously operating hotel, this truly unique fully restored historic resort stands on a cliff above a picture-perfect Crane Beach.

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Grand Journey from Iberia to the Caribbean

from $9,500.00 (USD)

Per Person

Oct 25, 2024
through Nov 22, 2024

More offers from Explora Journeys

Nights: 28

Ship: Explora II

Price Per Night:$339.29 (USD)
(based on double occupancy, for comparison only)

Oct 25, 2024 through Nov 22, 2024

Itinerary: Barcelona, MÃ¡laga, Spain, Lisbon, Tangier, Gibraltar, Valencia, Palma de Mallorca, Barcelona, Funchal (Madeira), Bridgetown...

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,500.00
Cat:OT1
339.29 per night

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Island Anthology
New York to Oranjestad

from $2,749.00 (USD)

Per Person

Nov 08, 2024
through Nov 22, 2024

More offers from Oceania Cruises

Nights: 14

Ship: Insignia

Price Per Night:$196.36 (USD)
(based on double occupancy, for comparison only)

Nov 08, 2024 through Nov 22, 2024

Itinerary: New York, Cruising The Atlantic Ocean, Hamilton, St. George, Cruising The Atlantic Ocean, Gustavia, Roseau, Castries, Bridgetown, Kingstown...

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Inside

$2,749.00
Cat:F
196.36 per night

Outside

$3,249.00
Cat:C2
232.07 per night

Balcony

$4,299.00
Cat:B2
307.07 per night

Suite

$6,299.00
Cat:PH1
449.93 per night

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

from $4,398.00 (USD)

Per Person

+ $60.00 taxes/fees

Jan 25, 2025
through Feb 01, 2025

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$628.29 (USD)
(based on double occupancy, for comparison only)

Jan 25, 2025 through Feb 01, 2025

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

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.

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STAR COLLECTOR: A LESSER ANTILLES ODYSSEY

from $6,099.00 (USD)

Per Person

+ $99.00 taxes/fees

Feb 21, 2026
through Mar 14, 2026

More offers from Windstar Cruises

Nights: 21

Ship: Wind Spirit

Price Per Night:$290.43 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2026 through Mar 14, 2026

Itinerary: Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St. Maarten, Basseterre...

Embrace extraordinary experiences exclusive to small ship cruising during this three-week exploration of the Caribbean’s Lesser Antilles island chain. Swim with dolphins during an extended overnight stay in Jost Van Dyke in the British Virgin Islands. Savor African, European, and Indian ingredients and influences in popular Caribbean dishes as you sample spicy regional cuisine in the Fairview Great House on St. Kitts.

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

from $4,598.00 (USD)

Per Person

+ $70.00 taxes/fees

Jan 18, 2025
through Jan 25, 2025

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$656.86 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Jan 25, 2025

Itinerary: Bridgetown, Barbados, Castries, Saint Lucia, Pointe-a-pitre, 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.

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Eastern Caribbean with St. Barths
Marigot to Bridgetown

from $10,670.00 (USD)

Per Person

Feb 01, 2025
through Feb 08, 2025

More offers from Emerald Cruises

Nights: 7

Ship: Emerald Sakara

Price Per Night:$1,524.29 (USD)
(based on double occupancy, for comparison only)

Feb 01, 2025 through Feb 08, 2025

Itinerary: Marigot, Saint Martin, Saint Martin – Prickly Pear Cays, Anguilla - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Charlestown- Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Soufrière, Saint Lucia, Bridgetown, Barbados

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STAR COLLECTOR: WINDWARD TREASURES: AN ANTILLES ODYSSEY

from $4,599.00 (USD)

Per Person

+ $69.00 taxes/fees

Dec 14, 2024
through Dec 28, 2024

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$328.50 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2024 through Dec 28, 2024

Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown, Pigeon Island, The Pitons, Castries...

Indulge in exquisite white-sand delights and delicious regional cuisine during this voyage to the Lesser Antilles’ Windward Islands, a journey rich in exclusive excursions seldom experienced by others. Trek through a private nature reserve inhabited by lyrical thrushes, curious macaws, and radiant tropical birds to Mount Pimard’s summit views above Pigeon Island. Sample local St. Lucian bites and Trinidadian culinary delights during a walking food tour at Rodney Bay.

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Caribbean Celebration, 27 Nights

from $2,683.00 (USD)

Per Person

+ $11,209.00 taxes/fees

Nov 13, 2024
through Dec 10, 2024

More offers from Cunard Line

Nights: 27

Ship: Queen Mary 2

Price Per Night:$99.37 (USD)
(based on double occupancy, for comparison only)

Nov 13, 2024 through Dec 10, 2024

Itinerary: London (Southampton), England, New York, New York, St. Thomas, Virgin Islands, U.S.A., St. Kitts, ST Kitts/Nevis, Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Maarten, Netherlands Antilles, New York, New York, London (Southampton), England

This roundtrip voyage to the Caribbean delivers you to palm-tree peppered islands, fringed by salt-white sands. Enjoy a sunshine-filled escape to remember, sailing from Southampton on Queen Mary 2.

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Inside

$2,683.00
Cat:IF
99.37 per night

Outside

$3,243.00
Cat:EF
120.11 per night

Balcony

$3,643.00
Cat:BZ
134.93 per night

Suite

$13,852.00
Cat:Q7
513.04 per night

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Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $761.51 (USD)

Per Person

Mar 07, 2025
through Mar 16, 2025

More offers from Royal Caribbean International

Nights: 9

Ship: Rhapsody of The Seas

Price Per Night:$84.61 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2025 through Mar 16, 2025

Itinerary: San Juan, Puerto Rico, Cruising, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Philipsburg, St. Maarten, Cruising, Castries, St. Lucia, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico

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Inside

$761.51
Cat:ZI
84.61 per night

Outside

$801.01
Cat:YO
89.00 per night

Balcony

$1,551.51
Cat:1B
172.39 per night

Suite

$3,581.51
Cat:GS
397.95 per night

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Loyalty Members Cruise with Ken Muskat - Grenadines & Windwards Yachting
Bridgetown to Bridgetown

from $7,790.00 (USD)

Per Person

Dec 14, 2024
through Dec 21, 2024

More offers from Emerald Cruises

Nights: 7

Ship: Emerald Sakara

Price Per Night:$1,112.86 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2024 through Dec 21, 2024

Itinerary: Bridgetown, Barbados, Port St. Charles, Barbados, Kingstown - Bequia Island, Saint Vincent and the Grenadines, Bequia Island - Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island - Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados

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20-Day Holiday Caribbean Enchantment
San Juan, Puerto Rico to Bridgetown, Barbados

from $9,899.00 (USD)

Per Person

+ $155.00 taxes/fees

Dec 14, 2025
through Jan 03, 2026

More offers from Seabourn Cruise Line

Nights: 20

Ship: Seabourn Ovation

Price Per Night:$494.95 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2025 through Jan 03, 2026

Itinerary: San Juan, Puerto Rico, Frenchmans Cay, Carambola Beach, Terre-de-Haut, Iles des Saintes, Guadeloupe, , Port Elizabeth, Bequia, St. Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Rodney Bay, St. Lucia, Terre-de-Haut, Iles des Saintes, Guadeloupe...

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.

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Caribbean & Central America Cruise
Bridgetown to Cartagena

from $5,100.00 (USD)

Per Person

Dec 21, 2024
through Dec 29, 2024

More offers from Silversea Cruises

Nights: 8

Ship: Silver Moon

Price Per Night:$637.50 (USD)
(based on double occupancy, for comparison only)

Dec 21, 2024 through Dec 29, 2024

Itinerary: Bridgetown, Scarborough, Tobago, Castries, Bequia, Day at sea, Willemstad, Curaçao, Oranjestad, Aruba, Day at sea, Cartagena

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,100.00
Cat:VI
637.50 per night

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Caribbean & Central America Cruise
Bridgetown to Fort Lauderdale

from $6,400.00 (USD)

Per Person

Feb 07, 2025
through Feb 17, 2025

More offers from Silversea Cruises

Nights: 10

Ship: Silver Moon

Price Per Night:$640.00 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2025 through Feb 17, 2025

Itinerary: Bridgetown, Bequia, Castries, St. John's, Gustavia, St Barthelemy, Basseterre, St. Kitts, Spanish Town, San Juan, Day at sea, Fort Lauderdale, Florida

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N/A

Outside

N/A

Balcony

N/A

Suite

$6,400.00
Cat:VI
640.00 per night

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Caribbean Shores To Rio'S Marvels
30 nights on board Seven Seas Splendor

from $17,399.00 (USD)

Per Person

Nov 17, 2025
through Dec 17, 2025

More offers from Regent Seven Seas Cruises

Nights: 30

Ship: Seven Seas Splendor

Price Per Night:$579.97 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2025 through Dec 17, 2025

Itinerary: Miami, Cruising The Florida Straits, Cozumel, Costa Maya, Harvest Caye, Roatan, Cruising The Caribbean Sea, Puerto Limon, Colon, Panama Canal Transit...

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N/A

Outside

N/A

Balcony

N/A

Suite

$17,399.00
Cat:G2
579.97 per night

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JEWELS OF THE WINDWARD ISLANDS

from $2,599.00 (USD)

Per Person

+ $17.00 taxes/fees

Mar 21, 2026
through Mar 28, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

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

Mar 21, 2026 through Mar 28, 2026

Itinerary: Bridgetown, Basseterre, 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.

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STAR COLLECTOR: CLASSIC CROSSING TO SPAIN & MORE

from $5,499.00 (USD)

Per Person

+ $91.00 taxes/fees

Mar 26, 2025
through Apr 20, 2025

More offers from Windstar Cruises

Nights: 25

Ship: Wind Star

Price Per Night:$219.96 (USD)
(based on double occupancy, for comparison only)

Mar 26, 2025 through Apr 20, 2025

Itinerary: Bridgetown, Lisbon, Tangier, Málaga, Cartagena, Valencia, Palma de Mallorca, Tarragona, Barcelona

Ideal for anyone seeking equal portions of relaxing time at sea and port visits, this transatlantic crossing features a combination of leisurely, uninterrupted sea crossing time balanced with the best ports in the Western Mediterranean. Spend time crossing the Atlantic and enjoying the romance of sailing as you make your way to your ultimate destination.

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Barbados (20 offers included)