Sterling Destinations, LLC
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British Virgin Islands

(19 offers included)
Collector's Caribbean Roundtrip from Miami
Departing on Dec 10, 2026 on the Marina
Nights: 12
Dates: Dec 10, 2026 through Dec 22, 2026
Ship: Marina
Itinerary:
Miami, Charlotte Amalie, Gustavia, St. John's, Fort-De-France, Basseterre, Philipsburg, Tortola, Miami
from
$4,099.00
(USD)
Per Person
Inside
$4,099.00
Cat: G
$341.58/Night
Outside
$4,999.00
Cat: C
$416.58/Night
Balcony
$5,599.00
Cat: B4
$466.58/Night
Suite
$7,999.00
Cat: PH3
$666.58/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Jan 18, 2026 on the Brilliance of the Seas
Nights: 7
Dates: Jan 18, 2026 through Jan 25, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, St. George's, Grenada, Kingstown, St. Vincent, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$1,128.06
(USD)
Per Person
Inside
$1,128.06
Cat: ZI
$161.15/Night
Outside
$1,142.56
Cat: YO
$163.22/Night
Balcony
$1,476.06
Cat: 1E
$210.87/Night
Departing on Nov 22, 2026 on the Star Pride
Nights: 14
Dates: Nov 22, 2026 through Dec 06, 2026
Ship: Star Pride
Itinerary:
San Juan, St. George's, Bequia, Mayreau, Les Saintes, Marigot, St. Martin, San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Gustavia, Basseterre...
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
from
$3,999.00
(USD)
Per Person
+ $94.00 taxes/fees
Suite
$3,999.00
Cat: SP
$285.64/Night
Vibes of the Virgin Islands St Thomas to St Thomas
Departing on Dec 13, 2026 on the Emerald Sakara
Nights: 7
Dates: Dec 13, 2026 through Dec 20, 2026
Itinerary:
Saint Thomas, US Virgin Islands, Saint John, US Virgin Islands, Virgin Gorda – Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, Sandy Ground, Anguilla - Philipsburg, Sint Maarten (Saint Martin), Philipsburg, Sint Maarten (Saint Martin) - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Saint Thomas, US Virgin Islands
from
$9,990.00
(USD)
Per Person
Dates: May 12, 2025 through May 12, 2027
Location(s):
Tortola Island
Explore the vibrant history and natural beauty of Tortola with our immersive tour, which includes highlights like the Fahie Hill mural, the lush J.R. O'Neal Botanic Gardens, and a visit to a traditional rum distillery. This journey also offers time to relax on the pristine Cane Gardens Bay Beach and shop for local crafts, ensuring a well-rounded experience of the British Virgin Islands.
from
$130.00
(USD)
Per Person
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
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Mar 01, 2026 on the Brilliance of the Seas
Nights: 7
Dates: Mar 01, 2026 through Mar 08, 2026
Itinerary:
San Juan, Puerto Rico, Cruising, Willemstad, Curacao, Oranjestad, Aruba, Cruising, Tortola, B.V.I., San Juan, Puerto Rico
from
$991.17
(USD)
Per Person
Inside
$991.17
Cat: ZI
$141.60/Night
Outside
$1,008.17
Cat: YO
$144.02/Night
Balcony
$1,519.17
Cat: 1E
$217.02/Night
Dutch Isles Delights Roundtrip from Miami
Departing on Mar 09, 2026 on the Allura
Nights: 12
Dates: Mar 09, 2026 through Mar 21, 2026
Ship: Allura
Itinerary:
Miami, Oranjestad, Willemstad, St. George's, Kingstown, Fort-De-France, Tortola, Miami
from
$5,849.00
(USD)
Per Person
Balcony
$5,849.00
Cat: B4
$487.42/Night
Suite
$8,299.00
Cat: PH3
$691.58/Night
Departing on Jan 03, 2026 on the Emerald Azzurra
Nights: 14
Dates: Jan 03, 2026 through Jan 17, 2026
Itinerary:
San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthélemy, Little Bay, Montserrat, St John's, Antigua, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe...
from
$16,780.00
(USD)
Per Person
Departing on Nov 07, 2026 on the Azamara Journey
Nights: 7
Dates: Nov 07, 2026 through Nov 14, 2026
Itinerary:
San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown
from
$1,299.00
(USD)
Per Person
Inside
$1,299.00
Cat: 12
$185.57/Night
Outside
$1,639.00
Cat: 08
$234.14/Night
Balcony
$2,199.00
Cat: V3
$314.14/Night
Suite
$3,559.00
Cat: N2
$508.43/Night
Yucatan & Leeward Seafarer Roundtrip from Miami
Departing on Jan 04, 2026 on the Allura
Nights: 24
Dates: Jan 04, 2026 through Jan 28, 2026
Ship: Allura
Itinerary:
Miami, Costa Maya, Cozumel, Belize City, Santo Tomas, Roatan, Montego Bay, George Town, Key West, Miami...
from
$10,199.00
(USD)
Per Person
Balcony
$10,199.00
Cat: B4
$424.96/Night
Suite
$15,199.00
Cat: PH2
$633.29/Night
Dates: May 12, 2025 through May 12, 2027
Trek to Virgin Gorda to explore the oversized granite boulders of The Baths, its maze-like trail and Devil's Bay on this Romney-Pier Park tour.
from
$196.00
(USD)
Per Person
Departing on Feb 19, 2026 on the Queen Elizabeth
Nights: 21
Dates: Feb 19, 2026 through Mar 12, 2026
Itinerary:
Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida, Grand Turk, Montego Bay, Jamaica...
From Bridgetown’s historic Garrison to the charms of Belize’s Barrier Reef and Jamaica’s bioluminescent bay. Diverse ecosystems, cultures, and adventures await on this Caribbean voyage.
from
$2,368.00
(USD)
Per Person
+ $10,974.00 taxes/fees
Inside
$2,368.00
Cat: IF
$112.76/Night
Outside
$2,318.00
Cat: FC
$110.38/Night
Balcony
$2,482.00
Cat: CB
$118.19/Night
Suite
$8,039.00
Cat: P2
$382.81/Night
Departing on Dec 21, 2025 on the Explora I
Nights: 13
Dates: Dec 21, 2025 through Jan 03, 2026
Ship: Explora I
Itinerary:
Bridgetown, Tobago/Scarborough, Martinique/Fort de France, St. John's (Antigua), St. Maarten/Philipsburg, Tortola/Road Town, Miami, New Year Fireworks SJU, Jost van Dyke, Deshaies...
from
$7,920.00
(USD)
Per Person
Suite
$7,920.00
Cat: OT2
$609.23/Night
Departing on Dec 14, 2025 on the Explora II
Nights: 15
Dates: Dec 14, 2025 through Dec 29, 2025
Ship: Explora II
Itinerary:
Bridgetown, Bequia, Port of Spain, Martinique/Fort de France, Little Bay, Tortola/Road Town, Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda)...
Create wonderful new festive traditions on your sun-hazed exploration of the Caribbean's most spectacular sites, all while relishing the finest relaxation, pampering and luxury wellbeing experiences aboard EXPLORA II. Savour delicate cocktails and soothing treatments on your way to secluded island wonders. Float along azure waters from dazzling Barbados, circling through the colourful majestic scenery of the British Virgin Islands, Trinidad and the Ocean Cay Marine Reserve.
from
$7,955.00
(USD)
Per Person
Suite
$7,955.00
Cat: OT1
$530.33/Night
Tropical Island Havens Roundtrip from Miami
Departing on Dec 28, 2026 on the Allura
Nights: 10
Dates: Dec 28, 2026 through Jan 07, 2027
Ship: Allura
Itinerary:
Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
from
$4,299.00
(USD)
Per Person
Balcony
$4,299.00
Cat: B5
$429.90/Night
Suite
$6,749.00
Cat: PH3
$674.90/Night
Caribbean, 21 Nights (Q628A) Roundtrip from Miami, FL, USA
Departing on Oct 15, 2026 on the Queen Elizabeth
Nights: 21
Dates: Oct 15, 2026 through Nov 05, 2026
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, Grand Turk, Curacao, Antilles...
This 21-night voyage brings plenty of time to relax on board and explore unique cultures ashore. Lush St. Lucia, vibrant Barbados, and idyllic Turks and Caicos are just a few islands that beckon.
from
$2,609.00
(USD)
Per Person
+ $15,549.00 taxes/fees
Inside
$2,609.00
Cat: IF
$124.24/Night
Outside
$3,259.00
Cat: FC
$155.19/Night
Balcony
$4,059.00
Cat: CB
$193.29/Night
Suite
$11,259.00
Cat: P2
$536.14/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
Departing on Dec 20, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Basseterre, St. John's, Castries, Sailing, Tortola, San Juan
This 7-night idyllic journey departs from San Juan and docks the next day in St. Maarten. From there you'll head to St. Kitts followed by St. Johns in Antigua - the quintessential paradise lover's paradise - where you'll discover the epitome of a tropical haven. From there you'll dock in St. Lucia, then spend a day sailing to the British Virgin Islands before finally returning to San Juan.
from
$1,184.00
(USD)
Per Person
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,235.00
Cat: SS
$605.00/Night