Anderson Vacations
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British Virgin Islands

(20 offers included)
Departing on Mar 07, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Castries, Fort-de-France, St. John's, Tortola, San Juan
This 7-night voyage starts in San Juan and makes its first stop in St. Kitts before sailing to St. Lucia's tropical capital, Castries, then the stylish French isle of Martinique. Next, you'll experience the epitome of beach luxury in St. Johns, Antigua, followed by Tortola - arguably the most thrilling of the British Virgin Islands to soak up the sun before returning to San Juan.
from
$1,323.00
(USD)
Per Person
Outside
$1,400.00
Cat: VW
$200.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,283.00
Cat: RZ
$469.00/Night
Caribbean & Central America Cruise San Juan to Bridgetown
Departing on Feb 06, 2027 on the Silver Shadow
Nights: 10
Dates: Feb 06, 2027 through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's, Bridgetown
from
$5,600.00
(USD)
Per Person
Suite
$5,600.00
Cat: VI
$560.00/Night
Departing on Jan 03, 2027 on the Crown Princess
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$950.00
(USD)
Per Person
Inside
$950.00
Cat: IF
$135.71/Night
Outside
$1,091.00
Cat: OZ
$155.86/Night
Balcony
$1,375.00
Cat: BF
$196.43/Night
Suite
$1,650.00
Cat: ME
$235.71/Night
Departing on Dec 22, 2025 on the Explora II
Nights: 14
Dates: Dec 22, 2025 through Jan 05, 2026
Ship: Explora II
Itinerary:
Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan, Road Bay, New Year Fireworks SJU, Saint John/Cruz Bay, New Year Fireworks SJU, Puerto Plata, Dominican Republic, Key West, Miami
Season's greetings harmonise with warm island paradise and stress-free strolls on beaches of shimmering white sand. Relish sun-kissed relaxation aboard EXPLORA II as you gracefully traverse the turquoise waves. At Ocean Cay Marine Reserve, indulge in seaside massages and, in St Martin, sip delicious cocktails. Welcome the New Year with firework-bright Puerto Rico skies and weave through glorious island views to Florida's golden shores.
from
$9,735.00
(USD)
Per Person
Suite
$9,735.00
Cat: OT1
$695.36/Night
Departing on Nov 07, 2026 on the Silver Shadow
Nights: 11
Dates: Nov 07, 2026 through Nov 18, 2026
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Jost Van Dyke (British Virgin Islands), Day at sea, Miami, Fl
from
$7,700.00
(USD)
Per Person
Suite
$7,700.00
Cat: CV
$700.00/Night
Departing on Dec 23, 2025 on the Norwegian Jewel
Nights: 12
Dates: Dec 23, 2025 through Jan 04, 2026
Itinerary:
Miami, Fl, Oranjestad, Aruba, Willemstad, Netherland Antilles, ST THOMAS, VI, Tortola, British Virgin Islands, PUERTO PLATA, DOMINICAN REPUBLIC, Great Stirrup Cay, Bahamas, Miami, Fl
Go sightseeing around the vibrant and diverse Miami, a city with an amazing medley of cultures and urban settings, like the trendy Art Deco district of South Beach, or the beautiful Coconut Grove. 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
$1,849.22
(USD)
Per Person
Inside
$1,849.22
Cat: IF
$154.10/Night
Outside
$2,149.22
Cat: OK
$179.10/Night
Balcony
$3,169.22
Cat: BF
$264.10/Night
Suite
$3,489.22
Cat: MB
$290.77/Night
Discover the Pearls of the Caribbean Bridgetown to Sint Maarten
Departing on Nov 13, 2027 on the Emerald Sakara
Nights: 14
Dates: Nov 13, 2027 through Nov 27, 2027
Itinerary:
Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe, St. John’s, Antigua and Barbuda, Charlestown, Saint Kitts and Nevis, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten, Basseterre, St. Kitts and Nevis, Anguilla, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Philipsburg, Sint Maarten
From the sulphur springs of St. Lucia to the pastel ports of Saint Barthélemy and beyond, experience a curated Caribbean escape rich in culture, colour, and coastal beauty.
from
$11,480.00
(USD)
Per Person
Outside
$11,480.00
Cat: D
$820.00/Night
Balcony
$14,980.00
Cat: B
$1,070.00/Night
Suite
$21,680.00
Cat: T
$1,548.57/Night
Departing on Feb 21, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Fort-de-France, St. John's, Tortola, San Juan
This 7-night San Juan sojourn makes its first stop in Philipsburg, St. Maarten - a quaint island oasis offering white sand beaches, an eclectic foodie scene and endless places to reconnect with nature. From there you'll spend a day at sea headed to Barbados, followed by Martinique and the epitome of luxury in St. Johns, Antigua. Finally you'll explore Tortola, BVI, before returning to San Juan.
from
$1,114.00
(USD)
Per Person
Inside
$1,190.00
Cat: IN
$170.00/Night
Outside
$1,114.00
Cat: VZ
$159.14/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,563.00
Cat: RZ
$509.00/Night
Departing on Dec 03, 2025 on the Norwegian Sky
Nights: 19
Dates: Dec 03, 2025 through Dec 22, 2025
Itinerary:
Arrival Barcelona, transfer to hotel, Half Day Morning Tour, Barcelona On Your Own, Barcelona Embarkation, Seville (Cadiz), Spain, Casablanca, Morocco, Agadir, Morocco, Arrecife (Lanzarote), Canary Islands, Santa Cruz de Tenerife, Canary Islands, Porto Grande, Cape Verde, Philipsburg, St. Maarten, Tortola Island, British Virgin Islands, Punta Cana (La Romana), Dominican Republic
from
$2,222.67
(USD)
Per Person
Inside
$2,222.67
Cat: IF
$116.98/Night
Outside
$2,352.67
Cat: OF
$123.82/Night
Balcony
$3,672.67
Cat: BX
$193.30/Night
Suite
$8,122.67
Cat: SE
$427.51/Night
Departing on Nov 14, 2026 on the Valiant Lady
Nights: 6
Dates: Nov 14, 2026 through Nov 20, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, 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.
from
$775.00
(USD)
Per Person
Inside
$775.00
Cat: IZ
$129.17/Night
Outside
$955.00
Cat: VZ
$159.17/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$3,690.00
Cat: SS
$615.00/Night
Departing on Oct 17, 2025 on the Brilliant Lady
Nights: 8
Dates: Oct 17, 2025 through Oct 25, 2025
Itinerary:
Miami, Sailing, Philipsburg, Tortola, Sailing, Beach Club at Bimini, Miami
This round-trip voyage from Miami stops at three beautiful islands including Tortola, Bimini (home to our exclusive beach club), and St. Maarten. In St. Maarten, you'll experience a Caribbean melting pot of cultures including Dutch and French (as both nations have their own "side" to the island), plus West African, British, Indian, and Spanish heritage influence the island as well.
from
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$3,992.00
Cat: RZ
$499.00/Night
Departing on Dec 07, 2025 on the Grand Princess
Nights: 14
Dates: Dec 07, 2025 through Dec 21, 2025
Itinerary:
San Juan, Barbados, St Lucia, Antigua, Tortola, St Kitts, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$931.00
(USD)
Per Person
Inside
$931.00
Cat: IE
$66.50/Night
Outside
$1,004.00
Cat: OF
$71.71/Night
Caribbean Celebration 14 nights on board Seven Seas Mariner
Departing on Dec 21, 2026 on the Seven Seas Mariner
Nights: 14
Dates: Dec 21, 2026 through Jan 04, 2027
Itinerary:
Tampa Bay, Cruising The Gulf, George Town, Ocho Rios, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), Cruising The Caribbean Sea, Gustavia, Philipsburg, Tortola, Cruising The Atlantic Ocean, Miami
from
$8,099.00
(USD)
Per Person
Suite
$8,099.00
Cat: H
$578.50/Night
Departing on Dec 27, 2025 on the Celebrity Summit
Nights: 9
Dates: Dec 27, 2025 through Jan 05, 2026
Itinerary:
Fort Lauderdale, Florida, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Philipsburg, St. Maarten, Tortola, B.V.I., St. Croix, U.S.V.I., Fort Lauderdale, Florida
from
$1,597.72
(USD)
Per Person
Non-Refundable
Inside
$1,597.72
Cat: Z
$177.52/Night
Outside
$1,697.72
Cat: Y
$188.64/Night
Balcony
$2,397.72
Cat: V2
$266.41/Night
Departing on Feb 21, 2026 on the Wind Spirit
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 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
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.
from
$2,799.00
(USD)
Per Person
Outside
$2,799.00
Cat: B
$399.86/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
$934.31
(USD)
Per Person
Non-Refundable
Inside
$934.31
Cat: ZI
$133.47/Night
Outside
$956.31
Cat: YO
$136.62/Night
Balcony
$1,234.31
Cat: XB
$176.33/Night
Suite
$2,156.31
Cat: WS
$308.04/Night
Departing on Nov 27, 2027 on the Emerald Kaia
Nights: 14
Dates: Nov 27, 2027 through Dec 11, 2027
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
$11,985.00
(USD)
Per Person
Outside
$11,985.00
Cat: D
$856.07/Night
Suite
$15,635.00
Cat: B
$1,116.79/Night
Caribbean: Dominican Republic & St. Thomas Roundtrip from PHILADELPHIA, PA
Departing on Dec 08, 2026 on the Norwegian Pearl
Nights: 10
Dates: Dec 08, 2026 through Dec 18, 2026
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
$1,099.65
(USD)
Per Person
Inside
$1,099.65
Cat: IF
$109.97/Night
Outside
$1,349.65
Cat: OK
$134.97/Night
Balcony
$1,699.65
Cat: BF
$169.97/Night
Suite
$2,099.65
Cat: MB
$209.97/Night
Departing on Dec 20, 2025 on the Star Flyer
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 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
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
$995.94
(USD)
Per Person
Non-Refundable
Inside
$995.94
Cat: Z
$142.28/Night
Outside
$1,045.94
Cat: Y
$149.42/Night
Balcony
$1,295.94
Cat: X
$185.13/Night
Suite
$3,095.94
Cat: S1
$442.28/Night