Kerr Cruise & Travel
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British Virgin Islands

(20 offers included)
Departing on Nov 14, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 14, 2026 through Nov 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$4,169.00
(USD)
Per Person
Inside
$4,169.00
Cat: 12
$297.79/Night
Outside
$5,209.00
Cat: 08
$372.07/Night
Balcony
$6,479.00
Cat: V3
$462.79/Night
Suite
$11,329.00
Cat: N2
$809.21/Night
Splendours of the Caribbean St Thomas to San Juan
Departing on Jan 03, 2027 on the Emerald Sakara
Nights: 6
Dates: Jan 03, 2027 through Jan 09, 2027
Itinerary:
Saint Thomas, US Virgin Island, 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, San Juan, Puerto Rico
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
$4,560.00
(USD)
Per Person
Outside
$4,560.00
Cat: D
$760.00/Night
Balcony
$5,960.00
Cat: B
$993.33/Night
Suite
$8,710.00
Cat: T
$1,451.67/Night
Departing on Dec 14, 2026 on the Brilliant Lady
Nights: 9
Dates: Dec 14, 2026 through Dec 23, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
from
$1,071.00
(USD)
Per Person
Inside
$1,071.00
Cat: IZ
$119.00/Night
Outside
$1,341.00
Cat: VZ
$149.00/Night
Balcony
$1,701.00
Cat: TZ
$189.00/Night
Suite
$5,400.00
Cat: SS
$600.00/Night
Departing on Dec 26, 2026 on the Star Flyer
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Gustavia, St. Barts, 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), Road Bay, Anguilla, Philipsburg, St. Maarten
from
$2,210.00
(USD)
Per Person
Inside
$2,210.00
Cat: Category 6
$315.71/Night
Outside
$2,520.00
Cat: Category 5
$360.00/Night
Departing on Nov 29, 2026 on the Star Pride
Nights: 7
Dates: Nov 29, 2026 through Dec 06, 2026
Ship: Star Pride
Itinerary:
San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Gustavia, Basseterre, Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
from
$2,499.00
(USD)
Per Person
Suite
$2,499.00
Cat: SP
$357.00/Night
Balmy Island Holiday Roundtrip from Miami
Departing on Dec 21, 2026 on the Vista
Nights: 7
Dates: Dec 21, 2026 through Dec 28, 2026
Ship: Vista
Itinerary:
Miami, Tortola, Charlotte Amalie, Nassau, Miami
from
$2,799.00
(USD)
Per Person
Balcony
$2,799.00
Cat: B5
$399.86/Night
Suite
$4,299.00
Cat: PH3
$614.14/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Feb 07, 2027 on the Crown Princess
Nights: 14
Dates: Feb 07, 2027 through Feb 21, 2027
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$1,544.00
(USD)
Per Person
Inside
$1,544.00
Cat: IF
$110.29/Night
Outside
$2,155.00
Cat: OZ
$153.93/Night
Balcony
$2,739.00
Cat: BF
$195.64/Night
Suite
$3,444.00
Cat: ME
$246.00/Night
Departing on Feb 01, 2026 on the Grand Princess
Nights: 7
Dates: Feb 01, 2026 through Feb 08, 2026
Itinerary:
San Juan, Tortola, St Kitts, Antigua, Dominica, Barbados, San Juan
from
$720.00
(USD)
Per Person
Inside
$720.00
Cat: IF
$102.86/Night
Outside
$740.00
Cat: OZ
$105.71/Night
Balcony
$1,245.00
Cat: BF
$177.86/Night
Suite
$1,470.00
Cat: ME
$210.00/Night
Departing on Dec 17, 2025 on the Enchanted Princess
Nights: 20
Dates: Dec 17, 2025 through Jan 06, 2026
Itinerary:
Fort Lauderdale, Princess Cays, Grand Turk, St Maarten, St Kitts, Tortola, Antigua, Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale
from
$3,178.00
(USD)
Per Person
Inside
$3,178.00
Cat: IE
$158.90/Night
Balcony
$3,457.00
Cat: BW
$172.85/Night
Suite
$4,904.00
Cat: MC
$245.20/Night
Caribbean: Dominican Republic & St. Thomas Roundtrip from New York City, Ny
Departing on Jan 12, 2026 on the Norwegian Breakaway
Nights: 11
Dates: Jan 12, 2026 through Jan 23, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, ST THOMAS, VI, New York City, Ny
Get ready to experience your own slice of paradise on this roundtrip cruise to The Caribbean aboard Norwegian Breakaway. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or embark on a jungle adventure to see Damajagua’s Waterfalls. In San Juan, the second oldest city in the Americas, you’ll find a little bit of everything: beaches, city life and lush rainforests to explore.
from
$1,121.93
(USD)
Per Person
Inside
$1,121.93
Cat: IX
$101.99/Night
Outside
$1,451.93
Cat: OB
$131.99/Night
Balcony
$1,701.93
Cat: BF
$154.72/Night
Suite
$1,851.93
Cat: MX
$168.36/Night
Departing on Jan 10, 2026 on the Seabourn Ovation
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
from
$4,998.00
(USD)
Per Person
Suite
$4,998.00
Cat: V1
$714.00/Night
10-Day Eastern Caribbean with Tortola Roundtrip from Fort Lauderdale
Departing on Apr 08, 2026 on the Caribbean Princess
Nights: 10
Dates: Apr 08, 2026 through Apr 18, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale
from
$893.00
(USD)
Per Person
Inside
$893.00
Cat: IF
$89.30/Night
Outside
$1,113.00
Cat: OV
$111.30/Night
Balcony
$1,478.00
Cat: BF
$147.80/Night
Suite
$1,744.00
Cat: ME
$174.40/Night
Departing on Dec 02, 2025 on the Seabourn Ovation
Nights: 12
Dates: Dec 02, 2025 through Dec 14, 2025
Itinerary:
San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau, Montserrat, Carambola Beach, Antigua, Tortola, San Juan
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
from
$9,818.00
(USD)
Per Person
Suite
$9,818.00
Cat: V4
$818.17/Night
Departing on Oct 28, 2025 on the Queen Elizabeth
Nights: 21
Dates: Oct 28, 2025 through Nov 18, 2025
Itinerary:
Miami, Florida, Amber Cove,Dominican Republic, Montego Bay, Jamaica, Belize City, Belize, 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
Escape to a new tropical paradise almost every day on this 21-night voyage from Miami. You’ll have the chance to snorkel among coral reefs in Cozumel and Belize, before venturing to the Caribbean.
from
$1,808.00
(USD)
Per Person
Balcony
$1,808.00
Cat: BF
$86.10/Night
Suite
$3,964.00
Cat: P2
$188.76/Night
Departing on Jan 17, 2026 on the Star Clipper
Nights: 11
Dates: Jan 17, 2026 through Jan 28, 2026
Ship: Star Clipper
Itinerary:
Montego Bay, Jamaica, Port Antonio, Jamaica, Santo Domingo, Dominican Republic, 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, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
from
$3,090.00
(USD)
Per Person
Inside
$3,090.00
Cat: Category 6
$280.91/Night
Outside
$3,560.00
Cat: Category 5
$323.64/Night
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), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
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
Caribbean Yachting Discovery St John's to San Juan
Departing on Nov 27, 2027 on the Emerald Kaia
Nights: 7
Dates: Nov 27, 2027 through Dec 04, 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
Island hop through the Carribean on a luxury yacht and discover the heart of this region.
from
$5,965.00
(USD)
Per Person
Outside
$5,965.00
Cat: D
$852.14/Night
Suite
$7,790.00
Cat: B
$1,112.86/Night
Departing on Nov 08, 2026 on the Star Pride
Nights: 14
Dates: Nov 08, 2026 through Nov 22, 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.), Basseterre, Gustavia, Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
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
Suite
$3,999.00
Cat: SP
$285.64/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
Caribbean: Dominican Republic & St. Thomas Roundtrip from New York City, Ny
Departing on Nov 09, 2026 on the Norwegian Bliss
Nights: 12
Dates: Nov 09, 2026 through Nov 21, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St.
from
$1,477.50
(USD)
Per Person
Inside
$1,477.50
Cat: IF
$123.13/Night
Outside
$1,877.50
Cat: OB
$156.46/Night
Balcony
$2,127.50
Cat: BF
$177.29/Night
Suite
$2,427.50
Cat: MC
$202.29/Night