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

US Virgin Islands

(20 offers included)
Departing on Feb 06, 2027 on the Silver Spirit
Nights: 12
Dates: Feb 06, 2027 through Feb 18, 2027
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Day at sea, Oranjestad, Aruba, Willemstad, Curaçao, Kralendijk, Bonaire, Day at sea, St George's, Castries, Bridgetown
from
$8,500.00
(USD)
Per Person
Suite
$8,500.00
Cat: VI
$708.33/Night
Departing on Oct 10, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Oct 10, 2026 through Oct 17, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
from
$1,606.17
(USD)
Per Person
Inside
$1,606.17
Cat: 4V
$229.45/Night
Outside
$1,893.17
Cat: 4N
$270.45/Night
Balcony
$2,835.17
Cat: 4B
$405.02/Night
Suite
$3,546.17
Cat: J3
$506.60/Night
Departing on Jun 12, 2027 on the Grandeur of the Seas
Nights: 7
Dates: Jun 12, 2027 through Jun 19, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, Castries, St. Lucia, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico
from
$1,891.58
(USD)
Per Person
Inside
$1,891.58
Cat: 4V
$270.23/Night
Outside
$2,080.58
Cat: 4N
$297.23/Night
Balcony
$3,669.58
Cat: 4B
$524.23/Night
Suite
$4,107.58
Cat: J4
$586.80/Night
Departing on Dec 27, 2026 on the Nieuw Statendam
Nights: 14
Dates: Dec 27, 2026 through Jan 10, 2027
Itinerary:
Fort Lauderdale, Nassau, Grand Turk, Amber Cove, Relaxaway Half Moon Cay, Fort Lauderdale, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,659.00
(USD)
Per Person
Inside
$2,659.00
Cat: N
$189.93/Night
Outside
$2,929.00
Cat: F
$209.21/Night
Balcony
$3,469.00
Cat: VH
$247.79/Night
Suite
$4,509.00
Cat: BC
$322.07/Night
Departing on Jan 30, 2027 on the Resilient Lady
Nights: 8
Dates: Jan 30, 2027 through Feb 07, 2027
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, Bimini Islands, Miami
Embark on a spectacular eight-night voyage through the Caribbean featuring a day in Puerto Plata, a late-night stay in San Juan, and a visit to St. Croix.
from
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IZ
$139.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$3,592.00
Cat: RZ
$449.00/Night
Dates: Mar 07, 2025 through Apr 20, 2028
Location(s):
St. Thomas
For guests who have never gone diving, here is the chance to experience the thrill of being underwater and visiting a live reef.
from
$168.00
(USD)
Per Person
Departing on Aug 15, 2026 on the Regal Princess
Nights: 14
Dates: Aug 15, 2026 through Aug 29, 2026
Itinerary:
Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Cozumel, Belize City, Roatan (Mahognay Bay), Fort Lauderdale
from
$1,448.00
(USD)
Per Person
Inside
$1,448.00
Cat: IF
$103.43/Night
Balcony
$1,372.00
Cat: BW
$98.00/Night
Suite
$2,108.00
Cat: MF
$150.57/Night
Departing on Nov 28, 2026 on the Eurodam
Nights: 14
Dates: Nov 28, 2026 through Dec 12, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$2,034.00
(USD)
Per Person
Inside
$2,034.00
Cat: N
$145.29/Night
Outside
$2,174.00
Cat: HH
$155.29/Night
Balcony
$2,624.00
Cat: VH
$187.43/Night
Suite
$3,884.00
Cat: SZ
$277.43/Night
Departing on Jan 31, 2027 on the Norwegian Prima
Nights: 7
Dates: Jan 31, 2027 through Feb 07, 2027
Itinerary:
San Juan, Pr, Willemstad, Netherland Antilles, Oranjestad, Aruba, ST THOMAS, VI, Tortola, British Virgin Islands, 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
$1,449.00
(USD)
Per Person
Inside
$1,449.00
Cat: IF
$207.00/Night
Outside
$1,509.00
Cat: OB
$215.57/Night
Balcony
$1,649.00
Cat: BF
$235.57/Night
Suite
$2,039.00
Cat: MB
$291.29/Night
Departing on Jan 03, 2027 on the Vision of the Seas
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Cruising, San Juan, Puerto Rico
from
$1,397.18
(USD)
Per Person
Inside
$1,397.18
Cat: 4V
$199.60/Night
Outside
$1,489.18
Cat: 4N
$212.74/Night
Balcony
$3,007.18
Cat: 4B
$429.60/Night
Suite
$4,179.18
Cat: J4
$597.03/Night
Departing on Sep 12, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Sep 12, 2026 through Sep 19, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
from
$1,429.17
(USD)
Per Person
Inside
$1,429.17
Cat: 4V
$204.17/Night
Outside
$1,690.17
Cat: CO
$241.45/Night
Suite
$3,266.17
Cat: J4
$466.60/Night
Departing on Dec 19, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$1,803.88
(USD)
Per Person
Inside
$1,803.88
Cat: 4V
$257.70/Night
Outside
$2,023.88
Cat: 4N
$289.13/Night
Balcony
$4,389.88
Cat: 4B
$627.13/Night
Suite
$3,913.88
Cat: J4
$559.13/Night
Departing on Sep 18, 2026 on the Adventure of the Seas
Nights: 8
Dates: Sep 18, 2026 through Sep 26, 2026
Itinerary:
Orlando (Port Canaveral), Fl, Cruising, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, San Juan, Puerto Rico, Cruising, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
from
$1,394.00
(USD)
Per Person
Inside
$1,394.00
Cat: 4V
$174.25/Night
Outside
$1,992.00
Cat: 4N
$249.00/Night
Balcony
$3,284.00
Cat: 4B
$410.50/Night
Suite
$4,878.00
Cat: J4
$609.75/Night
Departing on Jan 13, 2027 on the Norwegian Pearl
Nights: 10
Dates: Jan 13, 2027 through Jan 23, 2027
Itinerary:
PHILADELPHIA, PA, ST THOMAS, VI, Tortola, British Virgin Islands, 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
$909.00
(USD)
Per Person
Inside
$909.00
Cat: IX
$90.90/Night
Outside
$1,069.00
Cat: OX
$106.90/Night
Balcony
$1,469.00
Cat: BX
$146.90/Night
Suite
$1,799.00
Cat: MX
$179.90/Night
Departing on Jul 31, 2027 on the Grandeur of the Seas
Nights: 7
Dates: Jul 31, 2027 through Aug 07, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
from
$1,774.51
(USD)
Per Person
Inside
$1,774.51
Cat: 4V
$253.50/Night
Outside
$2,098.51
Cat: 4N
$299.79/Night
Balcony
$3,882.51
Cat: 4B
$554.64/Night
Suite
$3,606.51
Cat: J4
$515.22/Night
Departing on Feb 14, 2027 on the Norwegian Prima
Nights: 7
Dates: Feb 14, 2027 through Feb 21, 2027
Itinerary:
San Juan, Pr, Tortola, British Virgin Islands, Bridgetown, Barbados, Basseterre, Saint Kitts - Nevis, 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
$1,349.00
(USD)
Per Person
Inside
$1,349.00
Cat: IF
$192.71/Night
Outside
$1,509.00
Cat: OB
$215.57/Night
Balcony
$1,749.00
Cat: BF
$249.86/Night
Suite
$2,519.00
Cat: MB
$359.86/Night
Departing on Feb 07, 2028 on the Norwegian Bliss
Nights: 12
Dates: Feb 07, 2028 through Feb 19, 2028
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, 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. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,399.00
(USD)
Per Person
Inside
$1,399.00
Cat: IF
$116.58/Night
Outside
$1,799.00
Cat: OB
$149.92/Night
Balcony
$2,149.00
Cat: BF
$179.08/Night
Suite
$2,449.00
Cat: MC
$204.08/Night
Departing on Dec 05, 2026 on the Rhapsody of The Seas
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$1,393.88
(USD)
Per Person
Inside
$1,393.88
Cat: 4V
$199.13/Night
Outside
$1,693.88
Cat: 4N
$241.98/Night
Balcony
$2,730.88
Cat: 4B
$390.13/Night
Suite
$2,441.88
Cat: J4
$348.84/Night
Caribbean & Central America Cruise Bridgetown to San Juan
Departing on Jan 20, 2027 on the Silver Shadow
Nights: 10
Dates: Jan 20, 2027 through Jan 30, 2027
Itinerary:
Bridgetown, Bequia, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy, St John, San Juan
from
$6,600.00
(USD)
Per Person
Suite
$6,600.00
Cat: VI
$660.00/Night
Departing on Dec 11, 2026 on the Norwegian Bliss
Nights: 12
Dates: Dec 11, 2026 through Dec 23, 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. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,219.00
(USD)
Per Person
Inside
$1,219.00
Cat: IX
$101.58/Night
Outside
$1,399.00
Cat: OX
$116.58/Night
Balcony
$1,449.00
Cat: BX
$120.75/Night
Suite
$1,769.00
Cat: MX
$147.42/Night