Chocolate City Travel

 


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Our Special Trips Click Here to Get Special Packing Information

New York City, New York

(10 offers included)
Departing on Jan 26, 2028 on the Norwegian Bliss
Nights: 12
Dates: Jan 26, 2028 through Feb 07, 2028
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Tortola, British Virgin Islands, ST THOMAS, VI, 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
$1,399.00
(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
Panama Canal & the Americas Santiago (Valparaíso) to New York City
Departing on Mar 26, 2026 on the Viking Octantis
Nights: 19
Dates: Mar 26, 2026 through Apr 14, 2026
Itinerary:
Santiago (Valparaíso), Sail the Pacific Ocean, Iquique, Sail the Pacific Ocean, Lima (Callao), Sail the Pacific Ocean, Panama City (Fuerte Amador), Scenic Sailing: Panama Canal, Sail the Caribbean Sea, Port Antonio, Man of War Bay (Great Inagua), San Salvador Island, Sail the Atlantic Ocean, New York City
Chart a course across the Americas, traversing storied oceans and seas to call on ports bountiful in history, culture and natural beauty. Immerse yourself in the tropical serenity and pristine shores of The Bahamas in San Salvador and Man of War Bay. Transit the Panama Canal, an engineering marvel, and bask in Panama City’s rich heritage. Step back in time in Lima’s historic center, a UNESCO Site, and discover Iquique, where the desert dunes meet the sea.
from
$13,995.00
(USD)
Per Person
Suite
$13,995.00
Cat: NP
$736.58/Night
Caribbean: Aruba, Bahamas & Bermuda New York City, Ny to Miami, Fl
Departing on Oct 24, 2026 on the Norwegian Sun
Nights: 13
Dates: Oct 24, 2026 through Nov 06, 2026
Itinerary:
New York City, Ny, Royal Naval Dockyard, Bermuda, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, Willemstad, Netherland Antilles, Oranjestad, Aruba, CABO ROJO, DOMINICAN REPUBLIC, Great Stirrup Cay, Bahamas, Miami, Fl
Sail from the vibrant lights of New York City, watching the skyline fade as you drift southward toward Miami, where palm trees sway in the balmy breeze. Along the way, discover destinations you’ll love. At the Royal Naval Dockyard in Bermuda, roam historic forts or relax on pink sands that meet turquoise waters. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
from
$1,749.00
(USD)
Per Person
Inside
$1,789.00
Cat: IF
$137.62/Night
Outside
$1,749.00
Cat: OX
$134.54/Night
Balcony
$3,299.00
Cat: BF
$253.77/Night
Suite
$4,469.00
Cat: MA
$343.77/Night
Eastern Seaboard Explorer New York City to Montreal
Departing on Sep 16, 2027 on the Viking Mars
Nights: 12
Dates: Sep 16, 2027 through Sep 28, 2027
Ship: Viking Mars
Itinerary:
New York City, Boston, Sail the Nova Scotia Coast, Halifax, Sail the Gulf of St. Lawrence, Gaspé, Scenic Sailing: St. Lawrence Seaway, Saguenay, Quebec City, Montreal
Explore the alluring treasures of eastern Canada and New England, and experience their endless charm and diverse legacies. Along the way, learn about Canada’s rich colonial past in Quebec City and Saguenay and its Scottish and Acadian heritage in Halifax. Cruise the scenic St. Lawrence River and the remarkable Cape Cod Canal. Overnight stays in Montreal, Boston and New York City let you experience their vibrant cultures up close.
from
$8,299.00
(USD)
Per Person
Balcony
$8,299.00
Cat: V2
$691.58/Night
Suite
$12,999.00
Cat: PS3
$1,083.25/Night
Departing on Oct 07, 2026 on the Azamara Journey
Nights: 12
Dates: Oct 07, 2026 through Oct 19, 2026
Itinerary:
New York City, New York, Newport, Rhode Island, Cape Cod Canal Cruising, Boston, Massachusetts, Saint John, New Brunswick, Halifax, Nova Scotia, Sydney, Nova Scotia, Charlottetown, Prince Edward Island, Cap-Aux-Meules, Magdalen Islands, Scenic Cruising Saguenay Fjord, Saguenay, Quebec, Quebec City, Quebec, Montreal, Quebec
from
$3,319.00
(USD)
Per Person
Inside
$3,319.00
Cat: Z
$276.58/Night
Outside
$3,939.00
Cat: Y
$328.25/Night
Balcony
$5,189.00
Cat: X
$432.42/Night
Suite
$9,039.00
Cat: W
$753.25/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
$2,719.00
(USD)
Per Person
Inside
$2,719.00
Cat: IF
$226.58/Night
Outside
$2,819.00
Cat: OB
$234.92/Night
Balcony
$2,919.00
Cat: BF
$243.25/Night
Suite
$3,519.00
Cat: MC
$293.25/Night
Maritimes & Iceland New York to Reykjavik
Departing on Jul 09, 2026 on the Vista
Nights: 14
Dates: Jul 09, 2026 through Jul 23, 2026
Ship: Vista
Itinerary:
New York, Halifax, Sydney, Saint-Pierre, St. John's, Grundarfjordur, Akureyri, Siglufjordur, Isafjordur, Reykjavik
from
$7,299.00
(USD)
Per Person
Balcony
$7,299.00
Cat: B5
$521.36/Night
Suite
$11,599.00
Cat: PH3
$828.50/Night
Iconic Iceland, Greenland & Canada Reykjavík to New York City
Departing on Aug 07, 2028 on the Viking Mira
Nights: 14
Dates: Aug 07, 2028 through Aug 21, 2028
Ship: Viking Mira
Itinerary:
Reykjavík, Heimaey, Djúpivogur, Seydisfjördur, Akureyri, lsafjördur, Sail the Atlantic Ocean, Nanortalik, Qaqortoq, Sail the Labrador Sea, L’Anse aux Meadows, Sail the Gulf of St. Lawrence, Halifax, Sail the Atlantic Ocean, New York City
Immerse yourself in striking natural beauty on a voyage that spans Iceland, Greenland and the Canadian provinces of Newfoundland and Nova Scotia. Admire the volcanic landscape of the Westman Islands, enjoy the relaxed pace of life in Djúpivogur, and stroll the charming streets of Seydisfjördur and Akureyri. Discover the history of Viking exploration in the New World in Qaqortoq and L’Anse aux Meadows, and revel in the maritime heritage of lively Halifax.
from
$10,299.00
(USD)
Per Person
Balcony
$10,299.00
Cat: V2
$735.64/Night
Suite
$18,999.00
Cat: PS3
$1,357.07/Night
Departing on May 10, 2026 on the Celebrity Silhouette
Nights: 7
Dates: May 10, 2026 through May 17, 2026
Itinerary:
Cape Liberty, Nj (Ny Metro), Statue Of Liberty (Cruising), Royal Naval Dockyard,bermuda, Cape Liberty, Nj (Ny Metro)
from
$11,051.32
(USD)
Per Person
Suite
$11,051.32
Cat: HS
$1,578.76/Night
Departing on Mar 28, 2026 on the Valiant Lady
Nights: 9
Dates: Mar 28, 2026 through Apr 06, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Puerto Plata, Sailing, Charleston, South Carolina, Sailing, Newport, Rhode Island, New York City, New York
This 9-night one-way adventure departs from San Juan arriving the next day in Tortola. Then, spend a day at sea headed to Puerto Plata, DR, followed by two days sailing to a big city with even bigger Southern charm, Charleston, SC. From there, you'll spend the next day sailing to the classic architecture and quintessentially New England city Newport, Rhode Island before finally arriving in NYC.
from
$867.00
(USD)
Per Person
Inside
$867.00
Cat: IN
$96.33/Night
Outside
$891.00
Cat: VZ
$99.00/Night
Balcony
$981.00
Cat: TZ
$109.00/Night
Suite
$2,554.00
Cat: RZ
$283.78/Night