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British Virgin Islands

(20 offers included)
Departing on Feb 14, 2026 on the Star Flyer
Nights: 7
Dates: Feb 14, 2026 through Feb 21, 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
$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
Departing on Jan 09, 2027 on the Star Flyer
Nights: 7
Dates: Jan 09, 2027 through Jan 16, 2027
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 Mar 06, 2027 on the Valiant Lady
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, St. Maarten, San Juan
This 7-night voyage from San Juan sails to some of the Caribbean's most stunning islands, including Barbados, St. Lucia, and Tortola. You'll also visit St. John's, Antigua - a dream destination for paradise seekers - and Philipsburg, St. Maarten. Though spanning just four city streets, each less than a mile long, Philipsburg perfectly captures the charm of a "small town with a big-city vibe."
from
$1,253.00
(USD)
Per Person
Inside
$1,253.00
Cat: IZ
$179.00/Night
Outside
$1,462.00
Cat: VZ
$208.86/Night
Balcony
$1,672.00
Cat: TZ
$238.86/Night
Suite
$4,339.00
Cat: SS
$619.86/Night
Caribbean Quest 14 nights on board Seven Seas Mariner
Departing on Dec 20, 2025 on the Seven Seas Mariner
Nights: 14
Dates: Dec 20, 2025 through Jan 03, 2026
Itinerary:
Miami, Cruising The Bahamian Waters, Cruising The Caribbean Sea, Oranjestad, Bonaire (Kralendijk), Willemstad, Cruising The Caribbean Sea, St. George's, Castries, Pointe A Pitre, Basseterre, Tortola, Cruising The Atlantic Ocean, Cruising The Bahamian Waters, Miami
from
$10,499.00
(USD)
Per Person
Suite
$10,499.00
Cat: E
$749.93/Night
Caribbean: Dominican Republic & St. Thomas Roundtrip from PHILADELPHIA, PA
Departing on Jan 13, 2027 on the Norwegian Pearl
Nights: 10
Dates: Jan 13, 2027 through Jan 23, 2027
Itinerary:
PHILADELPHIA, PA, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, ST THOMAS, VI, 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
$1,249.65
(USD)
Per Person
Inside
$1,249.65
Cat: IF
$124.97/Night
Outside
$1,499.65
Cat: OK
$149.97/Night
Balcony
$1,849.65
Cat: BF
$184.97/Night
Suite
$2,299.65
Cat: MB
$229.97/Night
Eclectic Caribbean Roundtrip from Miami
Departing on Dec 10, 2025 on the Allura
Nights: 11
Dates: Dec 10, 2025 through Dec 21, 2025
Ship: Allura
Itinerary:
Miami, Nassau, San Juan, Basseterre, Bridgetown, Castries, St. John's, Tortola, Miami
from
$4,949.00
(USD)
Per Person
Balcony
$4,949.00
Cat: B4
$449.91/Night
Suite
$6,899.00
Cat: PH3
$627.18/Night
Departing on Mar 28, 2026 on the Wind Surf
Nights: 21
Dates: Mar 28, 2026 through Apr 18, 2026
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Ponta Delgada, Lisbon
Relax on the beaches of the Caribbean before you begin your ocean crossing of the Atlantic Ocean towards Portugal. Sample some of the best rum punch in the Caribbean in Road Bay, then head off to the British Virgin Islands, where you can walk along Stroll Pusser’s Landing, the lovely boardwalk of Soper’s Hole on Tortola. Snorkel among the sponges and angelfish in Jost Van Dyke’s Sandy Spit or take a speed boat to Little Bay, Anguilla’s smallest and most private beach to swim.
from
$4,099.00
(USD)
Per Person
+ $95.00 taxes/fees
Outside
$4,099.00
Cat: B
$195.19/Night
Suite
$8,999.00
Cat: OS
$428.52/Night
Departing on Nov 22, 2025 on the Valiant Lady
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, St. Thomas, San Juan
This 7-night Thanksgiving voyage departs from San Juan, arriving the next day on the shores of Tortola, BVI. The journey continues with a stop in St. Kitts & Nevis, followed by Antigua, a true paradise for any traveler. From there explore the waterfalls and lagoons of Castries, St. Lucia before spending Thanksgiving at sea. Finally, wake up to the beauty of St. Thomas before returning to San Juan.
from
$973.00
(USD)
Per Person
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,114.00
Cat: VZ
$159.14/Night
Balcony
$1,324.00
Cat: TZ
$189.14/Night
Suite
$3,623.00
Cat: RZ
$517.57/Night
Caribbean: Dominican Republic & St. Thomas Roundtrip from PHILADELPHIA, PA
Departing on Mar 02, 2027 on the Norwegian Pearl
Nights: 10
Dates: Mar 02, 2027 through Mar 12, 2027
Itinerary:
PHILADELPHIA, PA, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, 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
$1,399.65
(USD)
Per Person
Inside
$1,399.65
Cat: IF
$139.97/Night
Outside
$1,699.65
Cat: OK
$169.97/Night
Balcony
$2,099.65
Cat: BF
$209.97/Night
Suite
$2,549.65
Cat: MB
$254.97/Night
Elegant Caribbean Roundtrip from Miami
Departing on Jan 16, 2026 on the Allura
Nights: 12
Dates: Jan 16, 2026 through Jan 28, 2026
Ship: Allura
Itinerary:
Miami, San Juan, Tortola, Frederiksted, Basseterre, Pointe A Pitre, St. John's, Charlotte Amalie, Miami
from
$4,799.00
(USD)
Per Person
Balcony
$4,799.00
Cat: B5
$399.92/Night
Antilles & Atlantic Gems Roundtrip from Miami
Departing on Mar 09, 2026 on the Allura
Nights: 26
Dates: Mar 09, 2026 through Apr 04, 2026
Ship: Allura
Itinerary:
Miami, Oranjestad, Willemstad, St. George's, Kingstown, Fort-De-France, Tortola, Miami, Charleston, Norfolk, Royal Naval Dockyard, Freeport, Nassau, Great Stirrup Cay, Miami
from
$10,999.00
(USD)
Per Person
Balcony
$10,999.00
Cat: B4
$423.04/Night
Suite
$16,199.00
Cat: PH2
$623.04/Night
Departing on Nov 22, 2025 on the Star Flyer
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
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
$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
The Essentials of the Caribbean History & Geopolitics
Departing on Jan 19, 2026 on the Le Bellot
Nights: 10
Dates: Jan 19, 2026 through Jan 29, 2026
Ship: Le Bellot
Itinerary:
Santo Domingo, Jost Van Dyke, Les Saintes, Portsmouth, Soufrière, Pigeon Island Beach, Tobago Cays, Mayreau Island, Port Elizabeth, Bequia Island, Union Island, Fort-de-France
from
$7,610.00
(USD)
Per Person
Balcony
$7,610.00
Cat: DEL
$761.00/Night
Suite
$12,100.00
Cat: DS6
$1,210.00/Night
Departing on Dec 02, 2025 on the Wind Surf
Nights: 5
Dates: Dec 02, 2025 through Dec 07, 2025
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten
The British Virgin Islands is known as the yachting capital of the Caribbean and this five-day escape shows you why. Come with us to charming islands with a laid-back attitude, places where you can still find incredible natural beauty, and colonial towns that effortlessly blend Dutch, French, and Caribbean cultures. Explore 17th century forts and duty-free shopping on St. Maarten and St. Bart. Go snorkeling or take a Jeep off-roading on mountainous Tortola.
from
$2,399.00
(USD)
Per Person
+ $51.00 taxes/fees
Outside
$2,399.00
Cat: B
$479.80/Night
Departing on Nov 08, 2026 on the Explora III
Nights: 7
Dates: Nov 08, 2026 through Nov 15, 2026
Ship: Explora III
Itinerary:
Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost van Dyke, Gustavia, San Juan
Set sail from vibrant Miami on a journey of Caribbean enchantment. Relax aboard as we make our first stop to Providenciales, home to shimmering turquoise waters and soft white sands. Explore Puerto Plata's pirate past and the tropical oasis of La Romana, another of our new destinations for this season.
from
$3,845.00
(USD)
Per Person
Suite
$3,845.00
Cat: OT1
$549.29/Night
Caribbean: Curacao & Aruba Roundtrip from San Juan, Pr
Departing on Jan 17, 2027 on the Norwegian Breakaway
Nights: 7
Dates: Jan 17, 2027 through Jan 24, 2027
Itinerary:
San Juan, Pr, PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, ST THOMAS, VI, Tortola, British Virgin Islands, San Juan, Pr
Depart from San Juan, a city alive with vibrant hues and island rhythms, on a 7-day journey through the Caribbean. In La Romana, Dominican Republic, exotic landscapes and hidden caverns await -walk the mesmerizing Cueva de las Maravillas or savor authentic Dominican flavors as music fills the air. Sail onward to Oranjestad, Aruba, where pastel facades meet crystal-blue waters. Stroll lively streets or explore rugged coastlines dotted with wind-swept cacti under sunlit skies.
from
$960.00
(USD)
Per Person
Inside
$960.00
Cat: IF
$137.14/Night
Outside
$1,160.00
Cat: OB
$165.71/Night
Balcony
$1,360.00
Cat: BF
$194.29/Night
Suite
$1,510.00
Cat: MB
$215.71/Night
Alluring Antilles Roundtrip from Miami
Departing on Jan 27, 2027 on the Allura
Nights: 9
Dates: Jan 27, 2027 through Feb 05, 2027
Ship: Allura
Itinerary:
Miami, Charlotte Amalie, Philipsburg, Basseterre, Tortola, Miami
from
$3,799.00
(USD)
Per Person
Balcony
$3,799.00
Cat: B5
$422.11/Night
Suite
$5,899.00
Cat: PH3
$655.44/Night
Departing on Nov 30, 2026 on the Emerald Sakara
Nights: 13
Dates: Nov 30, 2026 through Dec 13, 2026
Itinerary:
Miami, Florida, USA, Nassau, Bahamas, Emerald Bay, Exuma's, Bahamas, San Salvador Island, Bahamas, Gordon's Beach, Long Island, Bahamas, Grand Turk, Turks & Caicos Islands, San Juan, Puerto Rico, 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, Saint Thomas, US Virgin Islands
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
$14,580.00
(USD)
Per Person
Outside
$14,580.00
Cat: D
$1,121.54/Night
Balcony
$20,680.00
Cat: B
$1,590.77/Night
Suite
$32,580.00
Cat: T
$2,506.15/Night
Leeward Isles Serenade Roundtrip from Tampa
Departing on Mar 03, 2026 on the Insignia
Nights: 15
Dates: Mar 03, 2026 through Mar 18, 2026
Ship: Insignia
Itinerary:
Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa
from
$4,999.00
(USD)
Per Person
Inside
$4,999.00
Cat: G
$333.27/Night
Outside
$5,699.00
Cat: D
$379.93/Night
Balcony
$7,499.00
Cat: B2
$499.93/Night
Suite
$9,699.00
Cat: PH3
$646.60/Night
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 20, 2026 on the Brilliance of the Seas
Nights: 7
Dates: Dec 20, 2026 through Dec 27, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Cruising, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico
from
$1,079.15
(USD)
Per Person
Inside
$1,079.15
Cat: ZI
$154.16/Night
Outside
$1,229.15
Cat: YO
$175.59/Night
Balcony
$1,536.15
Cat: XB
$219.45/Night