Two Roads Travel Service
✆: 610-849-2302
✉:

US Virgin Islands

(20 offers included)
Departing on Feb 07, 2027 on the Crown Princess
Nights: 7
Dates: Feb 07, 2027 through Feb 14, 2027
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$916.00
(USD)
Per Person
Inside
$916.00
Cat: IE
$130.86/Night
Outside
$1,316.00
Cat: OF
$188.00/Night
Balcony
$1,576.00
Cat: BF
$225.14/Night
Suite
$1,791.00
Cat: ME
$255.86/Night
Departing on Dec 23, 2026 on the Norwegian Bliss
Nights: 12
Dates: Dec 23, 2026 through Jan 04, 2027
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, ST THOMAS, VI, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, 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. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$2,337.50
(USD)
Per Person
Inside
$2,337.50
Cat: IF
$194.79/Night
Outside
$2,577.50
Cat: OB
$214.79/Night
Balcony
$3,037.50
Cat: BF
$253.13/Night
Suite
$3,357.50
Cat: MC
$279.79/Night
Departing on Mar 07, 2026 on the Nieuw Statendam
Nights: 14
Dates: Mar 07, 2026 through Mar 21, 2026
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$2,419.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$2,419.00
Cat: N
$172.79/Night
Outside
$2,629.00
Cat: F
$187.79/Night
Balcony
$2,759.00
Cat: VH
$197.07/Night
Suite
$3,949.00
Cat: BC
$282.07/Night
Category N - Flash Special: Book by Sunday 11/23/2025
Departing on Dec 26, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Maarten, Basseterre, Castries, Bridgetown, Sailing, St. Croix, San Juan
This 7-night sunny adventure departs from San Juan before docking the next day in Phillipsburg, St. Maarten followed by Basseterre, St. Kitts - home to some of the world's best beaches and dreamiest vacay-vibes. The next day you'll hit Castries, St. Lucia before Bridgetown, Barbados. Then spend a day relaxing on board headed to Frederiksted, St. Croix before returning to San Juan.
from
$1,743.00
(USD)
Per Person
Inside
$1,743.00
Cat: IZ
$249.00/Night
Outside
$1,883.00
Cat: VZ
$269.00/Night
Balcony
$2,093.00
Cat: TZ
$299.00/Night
Suite
$4,620.00
Cat: RZ
$660.00/Night
Departing on Feb 01, 2026 on the Norwegian Gem
Nights: 12
Dates: Feb 01, 2026 through Feb 13, 2026
Itinerary:
JACKSONVILLE, FLORIDA, FL, Grand Bahama Island, Bahamas, Great Stirrup Cay, Bahamas, ST JOHNS ANTIGUA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, ST THOMAS, VI, San Juan, Pr, JACKSONVILLE, FLORIDA, FL
Come experience a different winter wonderland in The Caribbean with Norwegian. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or embark on an off-roading adventure through lush jungle to swim in cascading mountain pools. Then snorkel among colorful tropical fish and green sea turtles in St. Thomas at Turtle Cove.
from
$1,200.93
(USD)
Per Person
Inside
$1,200.93
Cat: IF
$100.08/Night
Outside
$1,330.93
Cat: OK
$110.91/Night
Balcony
$2,450.93
Cat: BF
$204.24/Night
Suite
$2,600.93
Cat: MB
$216.74/Night
Departing on Feb 04, 2026 on the Koningsdam
Nights: 10
Dates: Feb 04, 2026 through Feb 14, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, St Kitts, St Maarten, San Juan, Fort Lauderdale
from
$1,249.00
(USD)
Per Person
+ $150.00 taxes/fees
Inside
$1,249.00
Cat: N
$124.90/Night
Outside
$2,299.00
Cat: F
$229.90/Night
Balcony
$3,149.00
Cat: VH
$314.90/Night
Suite
$3,909.00
Cat: A
$390.90/Night
Category N - Flash Special: Book by Sunday 11/23/2025
Dates: Jan 09, 2025 through Nov 21, 2027
Location(s):
St. Thomas
Set sail on a sunset culinary adventure from the Marriott's Frenchman's Cove, St. Thomas. This unforgettable evening cruise around the scenic Charlotte Amalie Harbor pairs a sumptuous dinner with spectacular sunset views, offering the perfect setting to unwind and dine in style.
from
$145.00
(USD)
Per Person
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Jan 31, 2027 on the Crown Princess
Nights: 14
Dates: Jan 31, 2027 through Feb 14, 2027
Itinerary:
San Juan, St Thomas, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$2,046.00
(USD)
Per Person
Inside
$2,046.00
Cat: IF
$146.14/Night
Outside
$2,516.00
Cat: OZ
$179.71/Night
Balcony
$3,056.00
Cat: BF
$218.29/Night
Suite
$3,621.00
Cat: ME
$258.64/Night
Departing on Mar 14, 2026 on the Zuiderdam
Nights: 21
Dates: Mar 14, 2026 through Apr 04, 2026
Ship: Zuiderdam
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Miami, Florida, US, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Days At Sea, Kralendijk, Bonaire, Willemstad, Curacao, Oranjestad, Aruba, Days At Sea, Miami, Florida, US
from
$3,614.00
(USD)
Per Person
+ $275.00 taxes/fees
Inside
$3,614.00
Cat: N
$172.10/Night
Outside
$3,974.00
Cat: HH
$189.24/Night
Balcony
$4,784.00
Cat: VH
$227.81/Night
Suite
$6,404.00
Cat: SZ
$304.95/Night
Category N - Flash Special: Book by Sunday 11/23/2025
Departing on Feb 25, 2026 on the Enchanted Princess
Nights: 20
Dates: Feb 25, 2026 through Mar 17, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale, Princess Cays, St Thomas, Antigua, St Maarten, St Kitts, Tortola, Fort Lauderdale
from
$3,508.00
(USD)
Per Person
Inside
$3,508.00
Cat: IE
$175.40/Night
Outside
$4,378.00
Cat: O6
$218.90/Night
Balcony
$4,198.00
Cat: BW
$209.90/Night
Suite
$5,088.00
Cat: MF
$254.40/Night
Dates: May 03, 2022 through Nov 21, 2027
Location(s):
St. Thomas
A full day of beach and Marine Park so you can experience the magic of the Caribbean above and below.
from
$79.00
(USD)
Per Person
Departing on Nov 01, 2026 on the Norwegian Prima
Nights: 7
Dates: Nov 01, 2026 through Nov 08, 2026
Itinerary:
Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl
Your tropical paradise is on the horizon aboard this round-trip cruise from Port Canaveral. Fly high above the jungle floor on an exhilarating zipline then enjoy a refreshing dip in the pools below the breathtaking Damajagua waterfalls in Puerto Plata. In St Thomas, greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove. Jump in a Jeep and head off-road to one of Tortola’s most secluded beaches, Smuggler’s Cove.
from
$1,195.58
(USD)
Per Person
Inside
$1,195.58
Cat: IF
$170.80/Night
Outside
$1,395.58
Cat: OB
$199.37/Night
Balcony
$1,645.58
Cat: BF
$235.08/Night
Suite
$2,345.58
Cat: MB
$335.08/Night
Departing on Dec 05, 2026 on the Zuiderdam
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Ship: Zuiderdam
Itinerary:
Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami
from
$1,139.00
(USD)
Per Person
+ $120.00 taxes/fees
Inside
$1,139.00
Cat: N
$162.71/Night
Outside
$1,489.00
Cat: HH
$212.71/Night
Balcony
$1,639.00
Cat: VH
$234.14/Night
Suite
$2,489.00
Cat: SZ
$355.57/Night
Category N - Flash Special: Book by Sunday 11/23/2025
Departing on Feb 01, 2027 on the Norwegian Bliss
Nights: 12
Dates: Feb 01, 2027 through Feb 13, 2027
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, 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. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
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
Departing on Dec 08, 2025 on the Norwegian Pearl
Nights: 11
Dates: Dec 08, 2025 through Dec 19, 2025
Itinerary:
Miami, Fl, Great Stirrup Cay, Bahamas, Oranjestad, Aruba, Willemstad, Netherland Antilles, ST THOMAS, VI, Basseterre, Saint Kitts - Nevis, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, Miami, Fl
Find your happy place on board Norwegian Pearl – and onshore the beautiful destinations you visit! In Aruba, go for a stroll and discover the charming sherbet-colored Dutch colonial buildings, draped in bougainvillea, oleander and hibiscus. Water lover? Splash the day away on along the shoreline of a secluded beach in Curacao or dive right in and snorkel beside tropical fish of every color
from
$1,075.20
(USD)
Per Person
Inside
$1,075.20
Cat: IX
$97.75/Night
Outside
$1,275.20
Cat: OK
$115.93/Night
Balcony
$1,795.20
Cat: BX
$163.20/Night
Suite
$2,105.20
Cat: MB
$191.38/Night
Dates: May 03, 2022 through Nov 21, 2027
Location(s):
St. Thomas
A full day of beach, water, marine life and the opportunity to discover the underwater world without getting your hair wet.
from
$195.00
(USD)
Per Person
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Jan 24, 2027 on the Crown Princess
Nights: 14
Dates: Jan 24, 2027 through Feb 07, 2027
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan, St Thomas, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$2,056.00
(USD)
Per Person
Inside
$2,056.00
Cat: IF
$146.86/Night
Outside
$2,321.00
Cat: OZ
$165.79/Night
Balcony
$2,956.00
Cat: BF
$211.14/Night
Suite
$3,581.00
Cat: ME
$255.79/Night
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
$3,978.00
(USD)
Per Person
Inside
$3,978.00
Cat: IE
$198.90/Night
Balcony
$4,688.00
Cat: BF
$234.40/Night
Suite
$6,418.00
Cat: MB
$320.90/Night
Departing on Nov 28, 2026 on the Valiant Lady
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Tortola, Basseterre, St. John's, Philipsburg, St. Maarten, San Juan
This 7-night pre-holiday sailing departs San Juan, docking the next day on the colorful shores with picturesque waters of St. Thomas, US Virgin Islands. Next sail over to Tortola, followed by the bustling beach town of Basseterre, St. Kitts and Nevis. Next arrive in the epicenter of paradise, St. John's, Antigua, then over to St. Maarten, before returning to San Juan.
from
$973.00
(USD)
Per Person
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$4,130.00
Cat: RZ
$590.00/Night
Transatlantic Crossing And Eastern Caribbean, 25 Nights (M630B) Roundtrip from London (Southampton), England
Departing on Nov 10, 2026 on the Queen Mary 2
Nights: 25
Dates: Nov 10, 2026 through Dec 05, 2026
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, New York, New York, St. Thomas, Virgin Islands, U.S.A., St. Kitts, ST Kitts/Nevis, English Harbour, Antigua, St. Maarten, Netherlands Antilles, New York, New York, London (Southampton), England
Fall in love with St. Kitts’ colorful capital, Basseterre, on this 25-night voyage of the Caribbean. The UNESCO World Heritage Site of Nelson’s Dockyard also awaits discovery in English Harbour.
from
$3,554.00
(USD)
Per Person
Inside
$3,554.00
Cat: IF
$142.16/Night
Outside
$4,809.00
Cat: EF
$192.36/Night
Balcony
$5,292.00
Cat: DC
$211.68/Night
Suite
$15,429.00
Cat: P1
$617.16/Night