Barbados

Barbados (17 offers included)

Southern Caribbean Cruise: Antigua, Grenada & Barbados

from $1,299.00 (USD)

Per Person

Dec 05, 2026
through Dec 12, 2026

More offers from Azamara

Dec 05, 2026 through Dec 12, 2026

Nights: 7

Ship: Azamara Journey

Price Per Night:$185.57 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown

Other Categories Starting At:

Inside

$1,299.00
Cat: 12

Outside

$1,639.00
Cat: 08

Balcony

$2,199.00
Cat: V3

Suite

$3,559.00
Cat: N2

More Details Contact Us

Virgin Island Views & Saint Isle Blues

from $973.00 (USD)

Per Person

Jan 10, 2026
through Jan 17, 2026

More offers from Virgin Voyages

Jan 10, 2026 through Jan 17, 2026

Nights: 7

Ship: Valiant Lady

Price Per Night:$139.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Tortola, Sailing, Bridgetown, Kingstown, Basseterre, St. Croix, San Juan

This 7-night sun-drenched voyage departs from San Juan and docks the next day in Tortola, one of the most beautiful of the British Virgin Islands. Next, spend a day sailing to Bridgetown, Barbados, a sleepy beach town with the elegance, adventure (and breathtaking vistas) of a luxury resort.

Other Categories Starting At:

Inside

$973.00
Cat: IZ

Outside

$1,183.00
Cat: VZ

Balcony

$1,393.00
Cat: TZ

Suite

$3,605.00
Cat: SS

More Details Contact Us

Southern Caribbean

from $739.00 (USD)

Per Person

Jan 10, 2027
through Jan 17, 2027

More offers from MSC Cruises

Jan 10, 2027 through Jan 17, 2027

Nights: 7

Ship: MSC Seaview

Price Per Night:$105.57 (USD)
(based on double occupancy, for comparison only)

Itinerary: Pointe-A-Pitre Guadeloupe, Port Castries Santa Lucía, Bridgetown Barbados, Saint George's Granada, Kingstown St Vincent & The Grenadines, Fort De France Martinique, Pointe-A-Pitre Guadeloupe

Other Categories Starting At:

Inside

$809.00
Cat: IR1

Outside

$969.00
Cat: OR1

Balcony

$1,169.00
Cat: BR1

Suite

$1,639.00
Cat: SR1

More Details Contact Us

Southern Caribbean Cruise

from $1,893.40 (USD)

Per Person

Oct 18, 2025
through Oct 29, 2025

More offers from Celebrity Cruises

Oct 18, 2025 through Oct 29, 2025

Nights: 11

Ship: Celebrity Reflection

Price Per Night:$172.13 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$1,893.40
Cat: XC

Suite

$8,801.40
Cat: CS

More Details Contact Us

Best Of Southern Caribbean

from $2,306.12 (USD)

Per Person

Feb 23, 2026
through Mar 06, 2026

More offers from Celebrity Cruises

Feb 23, 2026 through Mar 06, 2026

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$209.65 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$2,306.12
Cat: I2

Outside

$2,820.12
Cat: O2

Balcony

$3,200.12
Cat: P2

Suite

$13,919.12
Cat: CS

More Details Contact Us

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan

from $1,495.00 (USD)

Per Person

Oct 19, 2025
through Nov 02, 2025

More offers from Princess Cruises®

Oct 19, 2025 through Nov 02, 2025

Nights: 14

Ship: Grand Princess

Price Per Night:$106.79 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan, Tortola, St Kitts, Dominica...

Other Categories Starting At:

Inside

$1,495.00
Cat: IF

Outside

$1,775.00
Cat: OZ

Balcony

$1,745.00
Cat: BF

Suite

$2,065.00
Cat: ME

More Details Contact Us

Grenadine Islands

from $2,080.00 (USD)

Per Person

Jan 23, 2027
through Jan 30, 2027

More offers from Star Clippers

Jan 23, 2027 through Jan 30, 2027

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM)...

Other Categories Starting At:

Inside

$2,080.00
Cat: Category 6

Outside

$2,330.00
Cat: Category 5

Balcony

N/A

Suite

$4,210.00
Cat: Deluxe Suite with Veranda

More Details Contact Us

Eastern Caribbean Voyage

from $3,559.00 (USD)

Per Person

Nov 08, 2025
through Nov 22, 2025

More offers from Azamara

Nov 08, 2025 through Nov 22, 2025

Nights: 14

Ship: Azamara Quest

Price Per Night:$254.21 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...

Other Categories Starting At:

Inside

$3,559.00
Cat: 12

Outside

$4,129.00
Cat: 08

Balcony

$5,739.00
Cat: P3

Suite

$6,829.00
Cat: N2

More Details Contact Us

Caribbean, 21 Nights (Q706A)
Roundtrip from Miami, FL, USA

from $2,789.00 (USD)

Per Person

+ $20,768.00 taxes/fees

Feb 16, 2027
through Mar 09, 2027

More offers from Cunard Line

Feb 16, 2027 through Mar 09, 2027

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$132.81 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica...

Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.

Other Categories Starting At:

Inside

$2,789.00
Cat: IF

Outside

$3,439.00
Cat: FC

Balcony

$4,289.00
Cat: CA

Suite

$11,639.00
Cat: P2

More Details Contact Us

20-Day Holiday Caribbean Enchantment
San Juan to Barbados

from $9,799.00 (USD)

Per Person

Dec 14, 2025
through Jan 03, 2026

More offers from Seabourn Cruise Line

Dec 14, 2025 through Jan 03, 2026

Nights: 20

Ship: Seabourn Ovation

Price Per Night:$489.95 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Frenchman's Cay, Carambola Beach, Terre-De-Haut, Saint Pierre, Port Elizabeth, Grenada, Barbados, Rodney Bay, Terre-De-Haut...

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

$9,799.00
Cat: V1

More Details Contact Us

St. Kitts, Barbados, Martinique & More

from $1,155.00 (USD)

Per Person

Jan 17, 2026
through Jan 24, 2026

St Kitts Barbados Martinique More St Johns

More offers from Virgin Voyages

Jan 17, 2026 through Jan 24, 2026

Nights: 7

Ship: Valiant Lady

Price Per Night:$165.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Basseterre, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan

This 7-night San Juan voyage makes its first stop in Basseterre, a tropical paradise on the island of St. Kitts that boasts stunning beaches, lush rainforests, and sparkling waterfalls waiting to be explored. Next, spend a day at sea before exploring Barbados and Martinique, followed by the epitome of luxury in St. Johns, Antigua, and finally St. Maarten before returning to San Juan.

Other Categories Starting At:

Inside

$1,155.00
Cat: IN

Outside

$1,183.00
Cat: VZ

Balcony

$1,505.00
Cat: TL

Suite

$3,815.00
Cat: SS

More Details Contact Us

MSC Grand Voyages

from $1,409.00 (USD)

Per Person

Nov 14, 2026
through Dec 05, 2026

More offers from MSC Cruises

Nov 14, 2026 through Dec 05, 2026

Nights: 21

Ship: MSC Seaview

Price Per Night:$67.10 (USD)
(based on double occupancy, for comparison only)

Itinerary: Genoa (Portofino) Italy, Civitavecchia (Rome) Italy, Ajaccio (Corsica) France, Marseille (Provence) France, Barcelona, Spain, Las Palmas De G.Canaria (Canary Is.) Spain, Philipsburg St. Maarten, Basseterre St Kitts & Nevis, Roseau dominica, Bridgetown Barbados...

Other Categories Starting At:

Inside

$1,479.00
Cat: IR1

Outside

$1,769.00
Cat: OR1

Balcony

$2,129.00
Cat: BR1

Suite

$3,569.00
Cat: SR1

More Details Contact Us

Grenadine Islands 7 Nights

from $2,030.00 (USD)

Per Person

Jan 03, 2026
through Jan 10, 2026

More offers from Star Clippers

Jan 03, 2026 through Jan 10, 2026

Nights: 7

Ship: Royal Clipper

Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)

Other Categories Starting At:

Inside

$2,030.00
Cat: Category 6

Outside

$2,280.00
Cat: Category 5

Balcony

N/A

Suite

$4,120.00
Cat: Deluxe Suite with Veranda

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Feb 13, 2027
through Feb 20, 2027

More offers from Star Clippers

Feb 13, 2027 through Feb 20, 2027

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados

Other Categories Starting At:

Inside

$2,080.00
Cat: Category 6

Outside

$2,330.00
Cat: Category 5

Balcony

N/A

Suite

$4,210.00
Cat: Deluxe Suite with Veranda

More Details Contact Us

7-Day Yachtsman's Caribbean
St Maarten to Barbados

from $4,049.00 (USD)

Per Person

Jan 16, 2027
through Jan 23, 2027

More offers from Seabourn Cruise Line

Jan 16, 2027 through Jan 23, 2027

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$578.43 (USD)
(based on double occupancy, for comparison only)

Itinerary: St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,049.00
Cat: V1

More Details Contact Us

Eastern Caribbean, 12 Nights (Q705)
Roundtrip from Miami, FL, USA

from $1,609.00 (USD)

Per Person

+ $8,887.00 taxes/fees

Feb 04, 2027
through Feb 16, 2027

More offers from Cunard Line

Feb 04, 2027 through Feb 16, 2027

Nights: 12

Ship: Queen Elizabeth

Price Per Night:$134.08 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA

A blend of sea days and time in port means you can have the best of both worlds. Treasure days on deck sunbathing when you’re not exploring the cultures, cuisines, and scenery across the Caribbean.

Other Categories Starting At:

Inside

$1,609.00
Cat: IF

Outside

$2,009.00
Cat: FC

Balcony

$2,559.00
Cat: CB

Suite

$7,159.00
Cat: P2

More Details Contact Us

Courtyard Bridgetown, Barbados
Hotel Rating: 3 stars

from $254.33 (USD)

Per Person

Aug 17, 2025
through Aug 20, 2025

More offers from Pleasant Holidays

Aug 17, 2025 through Aug 20, 2025

Nights: 3

Price Per Night:$84.78 (USD)
(based on double occupancy, for comparison only)

Location(s): Bridgetown

Offering easy access to the UNESCO World Heritage site of Bridgetown and its Garrison, Courtyard Bridgetown Barbados is the perfect base from which to explore the island's south coast.

More Details Contact Us