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Jupiter, Florida

British Virgin Islands

(20 offers included)
Departing on Feb 10, 2026 on the Queen Elizabeth
Nights: 21
Dates: Feb 10, 2026 through Mar 03, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Experience everything from white-sand beaches in Tortola to vibrant markets in Castries as you sail on board this 21-night Queen Elizabeth voyage around the jewels of the Caribbean.
from
$2,179.00
(USD)
Per Person
+ $10,974.00 taxes/fees
Inside
$2,179.00
Cat: IF
$103.76/Night
Outside
$2,459.00
Cat: FC
$117.10/Night
Balcony
$3,559.00
Cat: BF
$169.48/Night
Suite
$8,619.00
Cat: P2
$410.43/Night
Caribbean, 28 Nights (Q703B) Roundtrip from Miami, FL, USA
Departing on Jan 19, 2027 on the Queen Elizabeth
Nights: 28
Dates: Jan 19, 2027 through Feb 16, 2027
Itinerary:
Miami, FL, USA, Freeport, Bahamas, Curacao, Antilles, Bonaire, Aruba, Aruba, Aruba, Miami, FL, USA, Nassau, Bahamas, Amber Cove,Dominican Republic, Grand Turk, Half Moon Cay, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Get to know friendly locals while exploring the incredible landscapes of the Caribbean. Find yourself among pristine beaches, verdant jungles, and warm natural pools under the sun.
from
$3,449.00
(USD)
Per Person
+ $30,086.00 taxes/fees
Inside
$3,449.00
Cat: IF
$123.18/Night
Outside
$4,499.00
Cat: EF
$160.68/Night
Balcony
$5,549.00
Cat: BF
$198.18/Night
Suite
$14,459.00
Cat: P2
$516.39/Night
Cruising the Leeward Islands Marigot, Saint Martin to Marigot, Saint Martin
Departing on Feb 21, 2026 on the Emerald Sakara
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Itinerary:
Marigot, Saint Martin, Anguilla, Virgin Gorda – Norman Island, British Virgin Islands, Jost van Dyke, British Virgin Islands, Anegada, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba, Gustavia, Saint Barthélemy, Marigot, Saint Martin
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
$5,500.00
(USD)
Per Person
Balcony
$5,500.00
Cat: B
$785.71/Night
Suite
$9,165.00
Cat: T
$1,309.29/Night
Departing on Mar 15, 2026 on the Grand Princess
Nights: 7
Dates: Mar 15, 2026 through Mar 22, 2026
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IF
$106.43/Night
Outside
$865.00
Cat: OZ
$123.57/Night
Balcony
$1,235.00
Cat: BF
$176.43/Night
Suite
$1,355.00
Cat: ME
$193.57/Night
Departing on Dec 11, 2026 on the Nieuw Amsterdam
Nights: 9
Dates: Dec 11, 2026 through Dec 20, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$1,689.00
(USD)
Per Person
+ $120.00 taxes/fees
Inside
$1,689.00
Cat: N
$187.67/Night
Outside
$1,939.00
Cat: HH
$215.44/Night
Balcony
$2,239.00
Cat: VH
$248.78/Night
Suite
$3,589.00
Cat: SZ
$398.78/Night
Category N - Flash Special: Book by Sunday 07/20/2025
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
20-Day Caribbean Explorer Roundtrip from Fort Lauderdale
Departing on Feb 15, 2026 on the Enchanted Princess
Nights: 20
Dates: Feb 15, 2026 through Mar 07, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale
from
$3,084.00
(USD)
Per Person
Inside
$3,084.00
Cat: IF
$154.20/Night
Balcony
$3,518.00
Cat: BW
$175.90/Night
Suite
$4,404.00
Cat: MF
$220.20/Night
Splendours of the Caribbean San Juan to St Thomas
Departing on Dec 07, 2026 on the Emerald Sakara
Nights: 6
Dates: Dec 07, 2026 through Dec 13, 2026
Itinerary:
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
$5,860.00
(USD)
Per Person
Balcony
$5,860.00
Cat: B
$976.67/Night
Suite
$14,260.00
Cat: SA
$2,376.67/Night
Departing on Dec 20, 2026 on the Explora III
Nights: 8
Dates: Dec 20, 2026 through Dec 28, 2026
Ship: Explora III
Itinerary:
Miami, Ocho Rios, Isla Catalina, Jost van Dyke, St. Maarten/Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
from
$5,355.00
(USD)
Per Person
Suite
$5,355.00
Cat: OT1
$669.38/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 Mar 11, 2026 on the Explora II
Nights: 15
Dates: Mar 11, 2026 through Mar 26, 2026
Ship: Explora II
Itinerary:
San Juan, Road Bay, St. John's (Antigua), St. Maarten/Philipsburg, Spanish Town (Virgin Gorda), Miami, Charlotte Amalie (Saint Thomas), Terre-de-Haut, Bridgetown, Martinique/Fort de France, Basseterre, San Juan
Sapphire shorelines and emerald hilltops dazzle under the Caribbean sun on our exploration from the paradise of Road Bay through St John's striking shoreline to the patchwork peaks of Phillipsburg. Gentle winds escort us onwards to the heritage of Spanish Town, the rhythms of Miami and heart-shaped, heart-stopping Magen's Bay in St Thomas. Pause to browse through pretty French-influenced markets in Terre-de-Haut and Fort-de-France, then watch the sunrise sparkle over lively St Kitts.
from
$5,486.75
(USD)
Per Person
Suite
$5,486.75
Cat: OT2
$365.78/Night
Departing on Nov 30, 2026 on the Silver Shadow
Nights: 10
Dates: Nov 30, 2026 through Dec 10, 2026
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Jost Van Dyke (British Virgin Islands), Day at sea, Miami, Fl
from
$6,100.00
(USD)
Per Person
Suite
$6,100.00
Cat: VI
$610.00/Night
Departing on Dec 29, 2025 on the Explora I
Nights: 8
Dates: Dec 29, 2025 through Jan 06, 2026
Ship: Explora I
Itinerary:
Miami, New Year Fireworks SJU, Jost van Dyke, Deshaies, Bridgetown, Martinique/Fort de France, Basseterre, San Juan
from
$5,120.00
(USD)
Per Person
Suite
$5,120.00
Cat: OT1
$640.00/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
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
$1,273.00
(USD)
Per Person
Inside
$1,273.00
Cat: IZ
$159.13/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,360.00
Cat: SS
$545.00/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
$1,352.00
(USD)
Per Person
Inside
$1,352.00
Cat: IZ
$169.00/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,833.00
Cat: TZ
$229.13/Night
Suite
$5,000.00
Cat: SS
$625.00/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Oct 26, 2025 on the Grand Princess
Nights: 14
Dates: Oct 26, 2025 through Nov 09, 2025
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, Barbados, Dominica, Antigua, St Maarten, St Thomas, San Juan
from
$1,350.00
(USD)
Per Person
Inside
$1,350.00
Cat: IF
$96.43/Night
Outside
$1,600.00
Cat: OF
$114.29/Night
Suite
$2,400.00
Cat: MD
$171.43/Night
Tropical Island Havens Roundtrip from Miami
Departing on Dec 02, 2026 on the Allura
Nights: 10
Dates: Dec 02, 2026 through Dec 12, 2026
Ship: Allura
Itinerary:
Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
from
$3,999.00
(USD)
Per Person
Balcony
$3,999.00
Cat: B5
$399.90/Night
Suite
$6,399.00
Cat: PH3
$639.90/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Feb 01, 2026 on the Grand Princess
Nights: 14
Dates: Feb 01, 2026 through Feb 15, 2026
Itinerary:
San Juan, Tortola, St Kitts, Antigua, Dominica, Barbados, San Juan, St Thomas, St Maarten, Antigua, St Kitts, St Lucia, San Juan
from
$1,380.00
(USD)
Per Person
Inside
$1,380.00
Cat: IF
$98.57/Night
Outside
$1,630.00
Cat: OZ
$116.43/Night
Suite
$3,200.00
Cat: MB
$228.57/Night
Departing on Oct 28, 2026 on the Star Pride
Nights: 11
Dates: Oct 28, 2026 through Nov 08, 2026
Ship: Star Pride
Itinerary:
San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Gustavia, Basseterre, Falmouth Harbour, Les Saintes, Pigeon Island, St. George's, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
With 10 days instead of the usual 7,  on this cruise you have time to take in the full measure of this most iconic parts of the Caribbean. Everywhere you look is another cover shot image. Dazzling white sand turns the shallows mesmerizing shades of peacock and mermaid, weathered fortresses point cannons at long-vanished schooners, natural pools warm gently under the mid-day sun.
from
$3,599.00
(USD)
Per Person
+ $58.00 taxes/fees
Suite
$3,599.00
Cat: SP
$327.18/Night