British Virgin Islands

(20 offers included)
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 Dec 12, 2026 on the Azamara Journey
Nights: 16
Dates: Dec 12, 2026 through Dec 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Gustavia, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown
from
$4,949.00
(USD)
Per Person
Outside
$3,969.00
Cat: 08
$248.06/Night
Balcony
$5,609.00
Cat: P3
$350.56/Night
Suite
$7,729.00
Cat: N2
$483.06/Night
Departing on Dec 19, 2026 on the Celebrity Constellation
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
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
$623.82
(USD)
Per Person
Inside
$670.32
Cat: I2
$95.76/Night
Outside
$750.32
Cat: O2
$107.19/Night
Balcony
$950.82
Cat: V1
$135.83/Night
Suite
$2,758.82
Cat: AS
$394.12/Night
Departing on Dec 05, 2027 on the Azamara Quest
Nights: 7
Dates: Dec 05, 2027 through Dec 12, 2027
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$1,799.00
(USD)
Per Person
Inside
$2,539.00
Cat: Z
$362.71/Night
Outside
$3,149.00
Cat: Y
$449.86/Night
Balcony
$4,009.00
Cat: X
$572.71/Night
Suite
$6,189.00
Cat: W
$884.14/Night
Caribbean Yachting Hideaways San Juan to St John's
Departing on Nov 24, 2028 on the Emerald Kaia
Nights: 7
Dates: Nov 24, 2028 through Dec 01, 2028
Ship: Emerald Kaia
Itinerary:
San Juan, Puerto Rico, Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands - Jost Van Dyke, British Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Little Bay, Montserrat - St. John’s, Antigua, Antigua and Barbuda, St. John’s, Antigua, Antigua and Barbuda
Immerse yourself in stunning landscapes, vibrant cultures, and luxurious serenity on a journey through the Caribbean idyllic hideaways.
from
$6,654.00
(USD)
Per Person
Outside
$6,654.00
Cat: D
$950.57/Night
Suite
$8,387.00
Cat: B
$1,198.14/Night
Departing on Dec 27, 2026 on the Explora I
Nights: 8
Dates: Dec 27, 2026 through Jan 04, 2027
Ship: Explora I
Itinerary:
Miami, Puerto Plata, Dominican Republic, Isla Catalina, New Year Fireworks SJU, Saint John/Cruz Bay, New Year Fireworks SJU, Jost van Dyke, Basseterre, Charlotte Amalie (Saint Thomas), San Juan
from
$7,515.00
(USD)
Per Person
Suite
$7,515.00
Cat: OT1
$939.38/Night
Tropical Serenade Roundtrip from Miami
Departing on Dec 21, 2026 on the Allura
Nights: 17
Dates: Dec 21, 2026 through Jan 07, 2027
Ship: Allura
Itinerary:
Miami, Costa Maya, Roatan, Harvest Caye, Cozumel, Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
from
$10,399.00
(USD)
Per Person
Balcony
$10,399.00
Cat: B3
$611.71/Night
Suite
$14,549.00
Cat: PH1
$855.82/Night
Departing on Mar 21, 2027 on the Norwegian Prima
Nights: 7
Dates: Mar 21, 2027 through Mar 28, 2027
Itinerary:
San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, Bridgetown, Barbados, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, San Juan, Pr
Leave the Big Easy behind for this weeklong cruise in the Caribbean. Your first stop is Cozumel on the coast of Mexico’s beautiful Yucatán Peninsula. The day is yours to snorkel, dive fabulous reefs, explore the jungle in an ATV, relax poolside at a beach club, or visit an ancient Mayan temple. Experience sun, fun and sand in Harvest Caye, the premier resort-style destination in Belize - cool off with a drink at the swim-up bar.
from
$1,669.00
(USD)
Per Person
Inside
$1,669.00
Cat: IF
$238.43/Night
Outside
$1,849.00
Cat: OB
$264.14/Night
Balcony
$1,949.00
Cat: BF
$278.43/Night
Suite
$2,369.00
Cat: MB
$338.43/Night
Epic Voyage: Sint Maarten to Barbados Sint Maarten to Bridgetown
Departing on Feb 05, 2028 on the Emerald Sakara
Nights: 21
Dates: Feb 05, 2028 through Feb 26, 2028
Itinerary:
Philipsburg, Sint Maarten, Basseterre, St. Kitts and Nevis, Anguilla, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Philipsburg, Sint Marteen, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Charlestown, Saint Kitts and Nevis, St. John’s, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Soufrière, Saint Lucia, Bridgetown, Barbados, Bridgetown - Speightstown, 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, Union Island - Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
The tropical paradise of the Caribbean is made for superyacht cruising. Bringing together three incredible itineraries, this voyage will show you the wonders of these captivating islands from white sand beaches and lush rainforest to vibrant capital cities.
from
$20,135.00
(USD)
Per Person
Outside
$20,135.00
Cat: D
$958.81/Night
Balcony
$25,385.00
Cat: B
$1,208.81/Night
Suite
$35,465.00
Cat: T
$1,688.81/Night
Departing on Mar 25, 2028 on the Emerald Kaia
Nights: 14
Dates: Mar 25, 2028 through Apr 08, 2028
Ship: Emerald Kaia
Itinerary:
St. John’s, Antigua, Antigua and Barbuda, Basseterre, St. Kitts and Nevis, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands - Jost Van Dyke, British Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Little Bay, Montserrat - St. John’s, Antigua, Antigua and Barbuda, St. John’s, Antigua, Antigua and Barbuda
From the luminous waters of Mosquito Bay to the vibrant streets of Gustavia, indulge in a luxurious journey through eight island nations where natural beauty and rich heritage intertwine.
from
$14,090.00
(USD)
Per Person
Outside
$14,090.00
Cat: D
$1,006.43/Night
Suite
$17,730.00
Cat: B
$1,266.43/Night
Departing on Dec 12, 2026 on the Star Flyer
Nights: 7
Dates: Dec 12, 2026 through Dec 19, 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
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Feb 27, 2027 on the Seabourn Ovation
Nights: 14
Dates: Feb 27, 2027 through Mar 13, 2027
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, 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.
from
$8,698.00
(USD)
Per Person
Suite
$8,698.00
Cat: V1
$621.29/Night
Departing on Jan 23, 2027 on the Norwegian Pearl
Nights: 10
Dates: Jan 23, 2027 through Feb 02, 2027
Itinerary:
PHILADELPHIA, PA, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, PHILADELPHIA, PA
Enjoy a once-in-a-lifetime experience on a Caribbean cruise aboard Norwegian Pearl. Take in the beautiful turquoise waters and the laidback Caribbean vibes on Long Bay Beach in Tortola. Greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove, in St. Thomas. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata.
from
$919.00
(USD)
Per Person
Inside
$919.00
Cat: IX
$91.90/Night
Outside
$1,099.00
Cat: OX
$109.90/Night
Balcony
$1,619.00
Cat: BX
$161.90/Night
Suite
$1,719.00
Cat: MX
$171.90/Night
Splendours of the Caribbean St Thomas to San Juan
Departing on Jan 03, 2027 on the Emerald Sakara
Nights: 6
Dates: Jan 03, 2027 through Jan 09, 2027
Itinerary:
Saint Thomas, US Virgin Island, Cruz Bay, Saint John, US Virgin Islands, Nevis, Saint Kitts and Nevis, 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
$4,566.00
(USD)
Per Person
Outside
$4,566.00
Cat: D
$761.00/Night
Balcony
$5,765.00
Cat: B
$960.83/Night
Suite
$8,111.00
Cat: T
$1,351.83/Night
Departing on Nov 21, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 21, 2026 through Dec 05, 2026
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
from
$3,949.00
(USD)
Per Person
Outside
$3,609.00
Cat: 08
$257.79/Night
Balcony
$4,659.00
Cat: V3
$332.79/Night
Suite
$7,239.00
Cat: N2
$517.07/Night
Departing on Jul 17, 2027 on the Grandeur of the Seas
Nights: 7
Dates: Jul 17, 2027 through Jul 24, 2027
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
$1,133.01
(USD)
Per Person
Inside
$1,263.51
Cat: 4V
$180.50/Night
Outside
$1,437.51
Cat: 4N
$205.36/Night
Balcony
$2,225.01
Cat: 4B
$317.86/Night
Suite
$2,528.01
Cat: J4
$361.14/Night
Departing on Nov 12, 2027 on the Scarlet Lady
Nights: 8
Dates: Nov 12, 2027 through Nov 20, 2027
Ship: Scarlet Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Barbados, St. Lucia, Dominica, St. Maarten, San Juan
This 8-night Southern Caribbean escape departs from San Juan and sails to Road Town, Tortola.
from
$952.00
(USD)
Per Person
+ $248.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,112.00
Cat: VZ
$139.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$4,320.00
Cat: SS
$540.00/Night
Departing on Jul 31, 2027 on the Grandeur of the Seas
Nights: 7
Dates: Jul 31, 2027 through Aug 07, 2027
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
$1,028.01
(USD)
Per Person
Inside
$1,144.51
Cat: 4V
$163.50/Night
Outside
$1,199.01
Cat: 4N
$171.29/Night
Balcony
$2,049.51
Cat: 4B
$292.79/Night
Suite
$2,318.01
Cat: J4
$331.14/Night
Departing on Dec 22, 2027 on the Norwegian Bliss
Nights: 12
Dates: Dec 22, 2027 through Jan 03, 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
$2,209.00
(USD)
Per Person
Inside
$2,209.00
Cat: IF
$184.08/Night
Outside
$2,579.00
Cat: OB
$214.92/Night
Balcony
$2,949.00
Cat: BF
$245.75/Night
Suite
$3,279.00
Cat: MC
$273.25/Night
Departing on Nov 08, 2026 on the Resilient Lady
Nights: 8
Dates: Nov 08, 2026 through Nov 16, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Tortola, Sailing, Beach Club at Bimini, Miami, Florida
This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami.
from
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IZ
$139.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$3,912.00
Cat: RZ
$489.00/Night