P: 203-221-3171  P2: 203-221-3173

British Virgin Islands

(20 offers included)
Caribbean, 26 Nights (Q709A) Roundtrip from Miami, FL, USA
Departing on Mar 18, 2027 on the Queen Elizabeth
Nights: 26
Dates: Mar 18, 2027 through Apr 13, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, St. Thomas, Virgin Islands, U.S.A., St. Maarten, Netherlands Antilles...
This 26-night sailing takes you to charming port towns across the Caribbean. See colorful murals in Castries, flit between beaches and boutiques in Bridgetown, and walk on cobblestones in San Juan.
from
$3,239.00
(USD)
Per Person
+ $14,025.00 taxes/fees
Inside
$3,239.00
Cat: IE
$124.58/Night
Outside
$3,839.00
Cat: FC
$147.65/Night
Balcony
$4,839.00
Cat: CB
$186.12/Night
Suite
$13,739.00
Cat: P2
$528.42/Night
Departing on Nov 15, 2025 on the Azamara Quest
Nights: 14
Dates: Nov 15, 2025 through Nov 29, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
from
$3,459.00
(USD)
Per Person
Inside
$3,459.00
Cat: 11
$247.07/Night
Outside
$3,629.00
Cat: 08
$259.21/Night
Balcony
$4,819.00
Cat: P3
$344.21/Night
Suite
$5,719.00
Cat: N2
$408.50/Night
Caribbean Yachting Discovery St John's to San Juan
Departing on Dec 13, 2025 on the Emerald Azzurra
Nights: 7
Dates: Dec 13, 2025 through Dec 20, 2025
Itinerary:
St. John’s, Antigua, Antigua and Barbuda, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
from
$7,990.00
(USD)
Per Person
Caribbean: Dominican Republic & St. Thomas Roundtrip from PHILADELPHIA, PA
Departing on Dec 23, 2026 on the Norwegian Pearl
Nights: 11
Dates: Dec 23, 2026 through Jan 03, 2027
Itinerary:
PHILADELPHIA, PA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, PHILADELPHIA, PA
Set out on a captivating 11-day sailing from Philadelphia, leaving behind the East Coast skyline for the sunlit allure of the Caribbean. Stop at St. Thomas, where blue waters invite you to snorkel at Magens Bay, explore the charming boutiques of Charlotte Amalie, or simply immerse yourself in the island’s relaxed ambiance. Next, discover the green hills and hidden beaches of Road Town, Tortola - hike up Sage Mountain for sweeping views or trace the coastline by boat.
from
$2,149.00
(USD)
Per Person
+ $0.00 taxes/fees
Inside
$2,149.00
Cat: IF
$195.36/Night
Outside
$2,549.00
Cat: OK
$231.73/Night
Balcony
$3,199.00
Cat: BF
$290.82/Night
Suite
$3,799.00
Cat: MB
$345.36/Night
Departing on Jan 04, 2026 on the Wind Surf
Nights: 55
Dates: Jan 04, 2026 through Feb 28, 2026
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, Falmouth Harbour, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Basseterre...
See all the flavors of the Caribbean as you visit 28 islands and 39 ports from the lush jungles of Dominica to arid Aruba, trendy French enclaves to quiet ports known only to yachtsmen. Then go beyond, to the shores of the conquistadors in Colombia, to the Mayan legacy in Belize, and to Mexico’s golden Yucatán.
from
$17,899.00
(USD)
Per Person
+ $247.00 taxes/fees
Departing on Feb 03, 2026 on the Norwegian Breakaway
Nights: 11
Dates: Feb 03, 2026 through Feb 14, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, New York City, Ny
Turn your paradise daydreams into a sun-kissed vacation in The Caribbean on Norwegian Breakaway. Explore the oldest town in the Eastern Caribbean – Basseterre – on a guided tour that highlights the area’s French and British influences, and soak in incredible views of the island’s golden beaches. Recline on a catamaran in St. Thomas while sailing to Turtle Cove to snorkel among colorful tropical fish and green sea turtles.
from
$999.00
(USD)
Per Person
+ $0.00 taxes/fees
Inside
$999.00
Cat: IF
$90.82/Night
Outside
$1,349.00
Cat: OB
$122.64/Night
Balcony
$1,549.00
Cat: BF
$140.82/Night
Suite
$1,799.00
Cat: MB
$163.55/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Apr 12, 2026 on the Brilliance of the Seas
Nights: 7
Dates: Apr 12, 2026 through Apr 19, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Cruising, Oranjestad, Aruba, Willemstad, Curacao, Kralendijk, Bonaire, Cruising, San Juan, Puerto Rico
from
$1,052.31
(USD)
Per Person
Departing on Mar 21, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach. Then complete your whirlwind Caribbean tour by heading to Barbados, St. Lucia, Antigua, and St. Maarten.
from
$1,114.00
(USD)
Per Person
+ $0.00 taxes/fees
Inside
$1,114.00
Cat: IZ
$159.14/Night
Outside
$1,324.00
Cat: VZ
$189.14/Night
Balcony
$1,534.00
Cat: TZ
$219.14/Night
Suite
$3,745.00
Cat: SS
$535.00/Night
Departing on Dec 23, 2026 on the Norwegian Jewel
Nights: 12
Dates: Dec 23, 2026 through Jan 04, 2027
Itinerary:
Miami, Fl, Great Stirrup Cay, Bahamas, CABO ROJO, DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, PUERTO PLATA, DOMINICAN REPUBLIC, Miami, Fl
Unveil the vibrant beauty of the Caribbean on a sun-soaked 12-day vacation. Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you. In Oranjestad, Aruba, embrace European-Caribbean charm along vibrant avenues or seek out the calm of secluded coves. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
from
$1,619.00
(USD)
Per Person
+ $0.00 taxes/fees
Inside
$1,619.00
Cat: IF
$134.92/Night
Outside
$1,819.00
Cat: OK
$151.58/Night
Balcony
$2,449.00
Cat: BF
$204.08/Night
Suite
$2,979.00
Cat: MB
$248.25/Night
Departing on Dec 20, 2026 on the Queen Mary 2
Nights: 14
Dates: Dec 20, 2026 through Jan 03, 2027
Ship: Queen Mary 2
Itinerary:
New York, New York, Amber Cove,Dominican Republic, Tortola, B.V.I., Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York
Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.
from
$3,529.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Inside
$3,529.00
Cat: IF
$252.07/Night
Outside
$4,529.00
Cat: EF
$323.50/Night
Balcony
$4,659.00
Cat: DC
$332.79/Night
Suite
$10,729.00
Cat: P2
$766.36/Night
Transatlantic: St. Thomas & Philipsburg Lisbon, Portugal to San Juan, Pr
Departing on Nov 13, 2025 on the Norwegian Epic
Nights: 10
Dates: Nov 13, 2025 through Nov 23, 2025
Itinerary:
Lisbon, Portugal, Ponta Delgada, Portugal, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr
Enjoy a once-in-a-lifetime experience on a transatlantic cruise aboard Norwegian Epic. In Ponta Delgado, visit the picturesque village of Sete Cidades, situated inside a volcanic crater, then enjoy a tasting of local Azorean wines and cheeses. Come aboard a 5-star catamaran in Philipsburg and cruise along the island’s incredible coast and snorkel in clear, calm waters. Greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove, in St. Thomas.
from
$449.00
(USD)
Per Person
+ $0.00 taxes/fees
Lesser Antilles Journey 10 nights on board Seven Seas Grandeur
Departing on Dec 19, 2026 on the Seven Seas Grandeur
Nights: 10
Dates: Dec 19, 2026 through Dec 29, 2026
Itinerary:
Miami, Cruising The Atlantic Ocean, Charlotte Amalie, St. John's, Roseau, Basseterre, Tortola, Cruising The Atlantic Ocean, Miami
from
$5,699.00
(USD)
Per Person
Departing on Nov 30, 2025 on the Azamara Onward
Nights: 12
Dates: Nov 30, 2025 through Dec 12, 2025
Itinerary:
Miami, Florida, San Juan, Puerto Rico, St.John U.S. Virgin Islands, Philipsburg, St. John's, Antigua, Basseterre, Charlestown, Virgin Gorda, Miami, Florida
from
$2,979.00
(USD)
Per Person
Inside
$2,979.00
Cat: 12
$248.25/Night
Outside
$3,179.00
Cat: 08
$264.92/Night
Balcony
$3,499.00
Cat: V3
$291.58/Night
Suite
$4,819.00
Cat: N2
$401.58/Night
Departing on Mar 08, 2025 on the Resilient Lady
Nights: 7
Dates: Mar 08, 2025 through Mar 15, 2025
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach.
from
$1,715.00
(USD)
Per Person
+ $0.00 taxes/fees
Departing on Feb 22, 2026 on the Queen Victoria
Nights: 28
Dates: Feb 22, 2026 through Mar 22, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England
Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.
from
$3,059.00
(USD)
Per Person
+ $450.00 taxes/fees
Inside
$3,059.00
Cat: IF
$109.25/Night
Outside
$4,409.00
Cat: FB
$157.46/Night
Balcony
$5,019.00
Cat: CA
$179.25/Night
Suite
$13,951.00
Cat: P2
$498.25/Night
Departing on Jan 17, 2026 on the Le Ponant
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Ship: Le Ponant
Itinerary:
Marigot, At Sea Aboard Le Ponant, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Beef Island, At Sea Aboard Le Ponant, Jost Van Dyke, Beef Island...
from
$9,020.00
(USD)
Per Person
+ $390.00 taxes/fees
Caribbean Enchantment St John's to Marigot
Departing on Feb 22, 2025 on the Emerald Azzurra
Nights: 6
Dates: Feb 22, 2025 through Feb 28, 2025
Itinerary:
Saint John’s, Antigua, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Jost Van Dyke – Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, Marigot, Saint Martin
from
$25,960.00
(USD)
Per Person
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)...
from
$1,960.00
(USD)
Per Person
+ $0.00 taxes/fees
Departing on Jan 31, 2026 on the Wind Spirit
Nights: 14
Dates: Jan 31, 2026 through Feb 14, 2026
Ship: Wind Spirit
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Charlestown...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
from
$4,099.00
(USD)
Per Person
+ $79.00 taxes/fees
Departing on Feb 21, 2026 on the Wind Spirit
Nights: 14
Dates: Feb 21, 2026 through Mar 07, 2026
Ship: Wind Spirit
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...
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.
from
$4,099.00
(USD)
Per Person
+ $82.00 taxes/fees