British Virgin Islands

(19 offers included)
Departing on Jan 26, 2028 on the Norwegian Bliss
Nights: 12
Dates: Jan 26, 2028 through Feb 07, 2028
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, ST THOMAS, VI, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,399.00
(USD)
Per Person
Inside
$1,399.00
Cat: IF
$116.58/Night
Outside
$1,799.00
Cat: OB
$149.92/Night
Balcony
$2,149.00
Cat: BF
$179.08/Night
Suite
$2,449.00
Cat: MC
$204.08/Night
Departing on Nov 28, 2026 on the Star Flyer
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Nov 28, 2027 on the Azamara Quest
Nights: 14
Dates: Nov 28, 2027 through Dec 12, 2027
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Charlotte Amalie, St. Thomas, San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$3,649.00
(USD)
Per Person
Inside
$3,649.00
Cat: 12
$260.64/Night
Outside
$4,589.00
Cat: 08
$327.79/Night
Balcony
$5,709.00
Cat: V3
$407.79/Night
Suite
$8,779.00
Cat: N2
$627.07/Night
Departing on Nov 21, 2027 on the Azamara Quest
Nights: 7
Dates: Nov 21, 2027 through Nov 28, 2027
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$1,939.00
(USD)
Per Person
Inside
$1,939.00
Cat: Z
$277.00/Night
Outside
$2,429.00
Cat: Y
$347.00/Night
Balcony
$2,959.00
Cat: X
$422.71/Night
Suite
$4,499.00
Cat: W
$642.71/Night
Departing on Mar 21, 2026 on the Star Clipper
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Star Clipper
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Philipsburg, St. Maarten, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
West Indies Island Hopping San Juan to San Juan
Departing on Dec 20, 2027 on the Emerald Kaia
Nights: 7
Dates: Dec 20, 2027 through Dec 27, 2027
Ship: Emerald Kaia
Itinerary:
San Juan, Puerto Rico, St. John – St. Thomas, U.S. Virgin Islands, St. Thomas, U.S. Virgin Islands, Gustavia, Saint Barthélemy, Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
Uncover remote beaches, vibrant towns, and crystal-clear waters from San Juan to Saint Barthélemy and explore the diverse cultures and natural wonders of Puerto Rico, the U.S. and British Virgin Islands.
from
$6,495.00
(USD)
Per Person
Outside
$6,495.00
Cat: D
$927.86/Night
Suite
$8,320.00
Cat: B
$1,188.57/Night
Departing on Jun 20, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Jun 20, 2026 through Jun 27, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
from
$2,798.17
(USD)
Per Person
Outside
$2,798.17
Cat: 2N
$399.74/Night
Balcony
$5,829.17
Cat: SG
$832.74/Night
Suite
$3,799.17
Cat: J4
$542.74/Night
Departing on Dec 10, 2027 on the Norwegian Bliss
Nights: 12
Dates: Dec 10, 2027 through Dec 22, 2027
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, ST THOMAS, VI, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,499.00
(USD)
Per Person
Inside
$1,499.00
Cat: IF
$124.92/Night
Outside
$1,899.00
Cat: OB
$158.25/Night
Balcony
$2,249.00
Cat: BF
$187.42/Night
Suite
$2,549.00
Cat: MC
$212.42/Night
Departing on Feb 13, 2027 on the Celebrity Constellation
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
from
$1,948.72
(USD)
Per Person
Inside
$1,948.72
Cat: I2
$278.39/Night
Outside
$1,995.72
Cat: O2
$285.10/Night
Balcony
$2,511.72
Cat: V2
$358.82/Night
Suite
$7,999.72
Cat: SN
$1,142.82/Night
Departing on Jan 09, 2027 on the Seabourn Ovation
Nights: 7
Dates: Jan 09, 2027 through Jan 16, 2027
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St 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.
from
$4,504.00
(USD)
Per Person
Suite
$4,504.00
Cat: V1
$643.43/Night
Departing on Dec 19, 2026 on the Seabourn Ovation
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St 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.
from
$4,674.00
(USD)
Per Person
Suite
$4,674.00
Cat: V1
$667.71/Night
Departing on Jan 23, 2027 on the Valiant Lady
Nights: 6
Dates: Jan 23, 2027 through Jan 29, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Basseterre, St. John's, Castries, Sailing, San Juan
This 6-night voyage departs from San Juan, arriving the next day in Tortola, British Virgin Islands. Next, sail to Basseterre, St. Kitts and Nevis, where the beauty of their beaches match the vibe of the local landscape. Next, wake up in St. John's, a true vacationer's paradise on the island of Antigua, followed by Castries, St. Lucia, and a relaxing day at sea before returning to San Juan.
from
$834.00
(USD)
Per Person
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,194.00
Cat: TZ
$199.00/Night
Suite
$3,414.00
Cat: RZ
$569.00/Night
Quintessential Caribbean St Thomas to San Juan
Departing on Feb 06, 2027 on the Emerald Sakara
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Itinerary:
Saint Thomas, US Virgin Island, Cruz Bay, Saint John, US Virgin Islands, Nevis, Saint Kitts and Nevis, Deshaies, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthélemy, Prickly Pear Cays, Virgin Gorda, British Virgin Islands, San Juan, Puerto Rico
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
from
$4,960.00
(USD)
Per Person
Outside
$4,960.00
Cat: D
$708.57/Night
Balcony
$6,610.00
Cat: B
$944.29/Night
Suite
$9,810.00
Cat: T
$1,401.43/Night
Departing on Nov 28, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
from
$1,317.72
(USD)
Per Person
Inside
$1,317.72
Cat: 4V
$188.25/Night
Outside
$1,476.72
Cat: 4N
$210.96/Night
Balcony
$2,837.72
Cat: 4B
$405.39/Night
Suite
$3,128.72
Cat: J4
$446.96/Night
Departing on Nov 28, 2027 on the Norwegian Bliss
Nights: 12
Dates: Nov 28, 2027 through Dec 10, 2027
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, ST THOMAS, VI, Tortola, British Virgin Islands, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,509.00
(USD)
Per Person
Inside
$1,509.00
Cat: IF
$125.75/Night
Outside
$1,909.00
Cat: OB
$159.08/Night
Balcony
$2,259.00
Cat: BF
$188.25/Night
Suite
$2,559.00
Cat: MC
$213.25/Night
Departing on Feb 20, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,983.00
Cat: RZ
$569.00/Night
Departing on Nov 29, 2026 on the Nieuw Amsterdam
Nights: 21
Dates: Nov 29, 2026 through Dec 20, 2026
Itinerary:
Fort Lauderdale, St Maarten, Martinique, Barbados, Scarborough, St Lucia, St Kitts, Key West, Fort Lauderdale, St Maarten, Antigua, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,139.00
(USD)
Per Person
+ $225.00 taxes/fees
Inside
$3,139.00
Cat: N
$149.48/Night
Outside
$4,309.00
Cat: HH
$205.19/Night
Balcony
$4,309.00
Cat: VH
$205.19/Night
Suite
$7,549.00
Cat: SZ
$359.48/Night
Category N - Flash Special: Book by Sunday 03/01/2026
Departing on Oct 22, 2026 on the Vision of the Seas
Nights: 10
Dates: Oct 22, 2026 through Nov 01, 2026
Itinerary:
Baltimore, Maryland, Cruising, Grand Turk, Turks & Caicos, Cruising, Philipsburg, St. Maarten, Roseau, Dominica, Fort-De-France, Martinique, St. Johns, Antigua, Tortola, B.V.I., San Juan, Puerto Rico
from
$1,258.40
(USD)
Per Person
Inside
$1,258.40
Cat: 4V
$125.84/Night
Outside
$1,588.40
Cat: 4N
$158.84/Night
Balcony
$3,509.90
Cat: 3B
$350.99/Night
Suite
$4,214.40
Cat: J4
$421.44/Night
Departing on Sep 19, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Sep 19, 2026 through Sep 26, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$1,038.57
(USD)
Per Person
Inside
$1,038.57
Cat: 4V
$148.37/Night
Outside
$1,112.57
Cat: 4N
$158.94/Night
Balcony
$2,449.57
Cat: 4B
$349.94/Night
Suite
$2,601.57
Cat: J4
$371.65/Night