Tailored Travel Club
✆: 916-532-4113
✉:

British Virgin Islands

(18 offers included)
Eastern Caribbean with St. Barths Bridgetown to Sint Maarten
Departing on Nov 13, 2027 on the Emerald Sakara
Nights: 7
Dates: Nov 13, 2027 through Nov 20, 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
Explore the Caribbean’s most captivating islands - from the chic charm of St. Barths and the volcanic beauty of Saint Lucia to the pristine beaches of Antigua, Barbados, and beyond - each day revealing a new paradise.
from
$5,700.00
(USD)
Per Person
Outside
$5,700.00
Cat: D
$814.29/Night
Balcony
$7,450.00
Cat: B
$1,064.29/Night
Suite
$10,800.00
Cat: T
$1,542.86/Night
Departing on Nov 27, 2027 on the Norwegian Prima
Nights: 7
Dates: Nov 27, 2027 through Dec 04, 2027
Itinerary:
San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, Bridgetown, Barbados, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, San Juan, Pr
Leave the Big Easy behind for this weeklong cruise in the Caribbean. Your first stop is Cozumel on the coast of Mexico’s beautiful Yucatán Peninsula. The day is yours to snorkel, dive fabulous reefs, explore the jungle in an ATV, relax poolside at a beach club, or visit an ancient Mayan temple. Experience sun, fun and sand in Harvest Caye, the premier resort-style destination in Belize - cool off with a drink at the swim-up bar.
from
$1,208.80
(USD)
Per Person
Inside
$1,208.80
Cat: IF
$172.69/Night
Outside
$1,408.80
Cat: OB
$201.26/Night
Balcony
$1,658.80
Cat: BF
$236.97/Night
Suite
$2,558.80
Cat: MB
$365.54/Night
Seattle To Miami, 40 Nights (Q626B) Seattle, Washington to Miami, FL, USA
Departing on Sep 17, 2026 on the Queen Elizabeth
Nights: 40
Dates: Sep 17, 2026 through Oct 27, 2026
Itinerary:
Seattle, Washington, Ketchikan, Alaska, Juneau, Alaska, Tracy Arm, Alaska, Victoria, BC, Canada, Seattle, Washington, Los Angeles, California, Cabo San Lucas, Mexico, Puerto Quetzal, Guatemala, Fuerte Amador (tours to PanamaCity), Panama, Panama Canal, Panama, Curacao, Antilles, Aruba, Aruba, 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
Spend 40 nights on Queen Elizabeth enjoying all the experiences on board when you’re not exploring the sights and sounds that await in Alaska, North America, Central America, and the Caribbean.
from
$3,287.00
(USD)
Per Person
Inside
$3,287.00
Cat: IE
$82.18/Night
Outside
$3,705.00
Cat: FC
$92.63/Night
Balcony
$5,187.00
Cat: BE
$129.68/Night
Suite
$12,055.00
Cat: P2
$301.38/Night
Departing on Oct 19, 2026 on the Valiant Lady
Nights: 12
Dates: Oct 19, 2026 through Oct 31, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, Bimini Islands, St. Croix, Philipsburg, Tortola Island, San Juan
This 12-night one-way escape departs NYC, sailing to Bermuda for two full days before heading to our exclusive Beach Club at Bimini. Then, explore St. Croix's verdant rainforests, the stunning beaches of St. Maarten, and the wondrous beauty overlooking the peaks of Tortola, before ending your journey in the vibrant streets of San Juan.
from
$1,068.00
(USD)
Per Person
Inside
$1,068.00
Cat: IZ
$89.00/Night
Outside
$1,308.00
Cat: VZ
$109.00/Night
Balcony
$1,428.00
Cat: TZ
$119.00/Night
Suite
$6,000.00
Cat: SS
$500.00/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
$3,099.00
(USD)
Per Person
Suite
$3,099.00
Cat: SP
$442.71/Night
Tropical Island Havens Roundtrip from Miami
Departing on Mar 21, 2027 on the Allura
Nights: 10
Dates: Mar 21, 2027 through Mar 31, 2027
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
$6,199.00
Cat: PH3
$619.90/Night
Departing on Dec 26, 2027 on the Emerald Princess
Nights: 7
Dates: Dec 26, 2027 through Jan 02, 2028
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$1,125.00
(USD)
Per Person
Inside
$1,125.00
Cat: IF
$160.71/Night
Outside
$1,294.00
Cat: OZ
$184.86/Night
Balcony
$1,800.00
Cat: BF
$257.14/Night
Suite
$2,125.00
Cat: ME
$303.57/Night
Departing on Jan 29, 2027 on the Nieuw Amsterdam
Nights: 9
Dates: Jan 29, 2027 through Feb 07, 2027
Itinerary:
Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$1,699.00
(USD)
Per Person
+ $150.00 taxes/fees
Inside
$1,699.00
Cat: N
$188.78/Night
Outside
$2,099.00
Cat: HH
$233.22/Night
Balcony
$2,099.00
Cat: VH
$233.22/Night
Suite
$3,799.00
Cat: SZ
$422.11/Night
Category N - Flash Special: Book by Sunday 02/22/2026
Departing on Feb 26, 2028 on the Norwegian Pearl
Nights: 10
Dates: Feb 26, 2028 through Mar 07, 2028
Itinerary:
PHILADELPHIA, PA, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, 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
$1,239.00
(USD)
Per Person
Inside
$1,239.00
Cat: IF
$123.90/Night
Outside
$1,489.00
Cat: OK
$148.90/Night
Balcony
$1,889.00
Cat: BF
$188.90/Night
Suite
$2,289.00
Cat: MB
$228.90/Night
Epic Atlantic Escapade 16 nights on board Seven Seas Splendor
Departing on Oct 30, 2026 on the Seven Seas Splendor
Nights: 16
Dates: Oct 30, 2026 through Nov 15, 2026
Itinerary:
Montreal, Quebec City, Saguenay, Cruising The Gulf Of St. Lawrence, Sydney, Halifax, Cruising The Atlantic Ocean, Philipsburg, St. John's, Basseterre, Tortola, San Juan, Cruising The Atlantic Ocean, Miami
from
$11,899.00
(USD)
Per Person
Leeward Isles Serenade Roundtrip from Tampa
Departing on Mar 03, 2026 on the Insignia
Nights: 15
Dates: Mar 03, 2026 through Mar 18, 2026
Ship: Insignia
Itinerary:
Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa
from
$4,999.00
(USD)
Per Person
Inside
$4,999.00
Cat: G
$333.27/Night
Outside
$5,699.00
Cat: D
$379.93/Night
Amazon & Tropical Isles Lisbon to Miami
Departing on Nov 09, 2026 on the Insignia
Nights: 40
Dates: Nov 09, 2026 through Dec 19, 2026
Ship: Insignia
Itinerary:
Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising The Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
from
$11,049.00
(USD)
Per Person
Outside
$11,049.00
Cat: D
$276.23/Night
Balcony
$16,099.00
Cat: B2
$402.48/Night
Suite
$21,699.00
Cat: PH2
$542.48/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
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
$4,960.00
(USD)
Per Person
Outside
$4,960.00
Cat: D
$708.57/Night
Balcony
$6,610.00
Cat: B
$944.29/Night
Suite
$9,810.00
Cat: T
$1,401.43/Night
Departing on Jan 23, 2027 on the Valiant Lady
Nights: 6
Dates: Jan 23, 2027 through Jan 29, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Basseterre, St. John's, Castries, Sailing, 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. Next, wake up in St. John's, a true vacationer's paradise on the island of Antigua, followed by Castries, St. Lucia, and a relaxing day at sea before returning to San Juan.
from
$834.00
(USD)
Per Person
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,194.00
Cat: TZ
$199.00/Night
Suite
$3,414.00
Cat: RZ
$569.00/Night
Departing on Feb 20, 2028 on the Emerald Princess
Nights: 14
Dates: Feb 20, 2028 through Mar 05, 2028
Itinerary:
San Juan, Tortola, St Kitts, Martinique, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan
from
$1,810.00
(USD)
Per Person
Inside
$1,810.00
Cat: IF
$129.29/Night
Outside
$2,078.00
Cat: OZ
$148.43/Night
Balcony
$2,720.00
Cat: BF
$194.29/Night
Suite
$3,210.00
Cat: ME
$229.29/Night
Departing on Mar 11, 2026 on the Explora II
Nights: 7
Dates: Mar 11, 2026 through Mar 18, 2026
Ship: Explora II
Itinerary:
San Juan, Road Bay, St. John's (Antigua), St. Maarten/Philipsburg, Spanish Town (Virgin Gorda), Miami
from
$3,690.00
(USD)
Per Person
Suite
$3,690.00
Cat: OT1
$527.14/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
$5,960.00
(USD)
Per Person
Balcony
$5,960.00
Cat: B
$993.33/Night
Suite
$8,710.00
Cat: T
$1,451.67/Night
Departing on Mar 29, 2026 on the Grand Princess
Nights: 7
Dates: Mar 29, 2026 through Apr 05, 2026
Itinerary:
San Juan, St Maarten, Dominica, Grenada, Barbados, Tortola, San Juan
from
$869.00
(USD)
Per Person
Inside
$869.00
Cat: ID
$124.14/Night
Outside
$929.00
Cat: OY
$132.71/Night
Balcony
$999.00
Cat: BF
$142.71/Night
Suite
$1,199.00
Cat: ME
$171.29/Night