Chocolate City Travel

 


Featuring

 

Our Special Trips Click Here to Get Special Packing Information

British Virgin Islands

(20 offers included)
Departing on Mar 29, 2026 on the Norwegian Aqua
Nights: 7
Dates: Mar 29, 2026 through Apr 05, 2026
Itinerary:
Miami, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Miami, Fl
Make New Waves on board the all-new Norwegian Aqua™, the latest evolution of our innovative Prima Class. Sail from sunny Miami to the Dominican Republic, where you can catch spectacular views at the top of Pico Isabel de Torres Mountain. Find natural treasures in St. Thomas and Tortola, home to pirate legends and amazing coastal cuisine. Then splash the day away at Great Stirrup Cay, Norwegian’s very own private island where you can relax on the beach, grab a cocktail or even ride a zipline.
from
$1,399.00
(USD)
Per Person
Inside
$1,399.00
Cat: IA
$199.86/Night
Outside
$1,549.00
Cat: OB
$221.29/Night
Balcony
$1,879.00
Cat: BA
$268.43/Night
Suite
$1,999.00
Cat: MB
$285.57/Night
Departing on Feb 19, 2027 on the Explora III
Nights: 9
Dates: Feb 19, 2027 through Feb 28, 2027
Ship: Explora III
Itinerary:
Miami, Puerto Plata, Dominican Republic, Cayo Levantado, Dominican Republic, San Juan, Spanish Town (Virgin Gorda), Ocean Cay, Miami
Dive into unforgettable Caribbean exploration, taking in Jamaica, Costa Rica, Panama and Grand Cayman. Leave the Florida shores to sail to Port Antonio's misty mountains and lagoons. A luxurious day at sea leads us to the dramatic terrain and epic wildlife of Puerto Limon.
from
$5,270.00
(USD)
Per Person
Suite
$5,270.00
Cat: OT1
$585.56/Night
Departing on Nov 30, 2026 on the Silver Shadow
Nights: 10
Dates: Nov 30, 2026 through Dec 10, 2026
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Jost Van Dyke (British Virgin Islands), Day at sea, Miami, Fl
from
$5,700.00
(USD)
Per Person
Suite
$5,700.00
Cat: VI
$570.00/Night
Departing on Nov 29, 2026 on the Norwegian Bliss
Nights: 12
Dates: Nov 29, 2026 through Dec 11, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, 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
$1,549.00
(USD)
Per Person
Inside
$1,549.00
Cat: IF
$129.08/Night
Outside
$1,809.00
Cat: OB
$150.75/Night
Balcony
$2,029.00
Cat: BF
$169.08/Night
Suite
$2,379.00
Cat: MC
$198.25/Night
Departing on Nov 20, 2027 on the Emerald Kaia
Nights: 14
Dates: Nov 20, 2027 through Dec 04, 2027
Ship: Emerald Kaia
Itinerary:
San Juan, Puerto Rico, Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands - Jost Van Dyke, British Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Little Bay, Montserrat - St. John’s, Antigua, Antigua and Barbuda, St. John's, Antigua, 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
From the luminous waters of Mosquito Bay to the vibrant streets of Gustavia, indulge in a luxurious journey through eight island nations where natural beauty and rich heritage intertwine.
from
$11,985.00
(USD)
Per Person
Outside
$11,985.00
Cat: D
$856.07/Night
Suite
$15,635.00
Cat: B
$1,116.79/Night
Departing on Nov 08, 2026 on the Resilient Lady
Nights: 8
Dates: Nov 08, 2026 through Nov 16, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Tortola, Sailing, Beach Club at Bimini, Miami, Florida
This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami.
from
$1,072.00
(USD)
Per Person
Inside
$1,072.00
Cat: IZ
$134.00/Night
Outside
$1,312.00
Cat: VZ
$164.00/Night
Balcony
$1,632.00
Cat: TZ
$204.00/Night
Suite
$3,912.00
Cat: RZ
$489.00/Night
Leeward & Windward Gems Roundtrip from Miami
Departing on Feb 06, 2026 on the Nautica
Nights: 10
Dates: Feb 06, 2026 through Feb 16, 2026
Ship: Nautica
Itinerary:
Miami, Tortola, Basseterre, Roseau, St. John's, Philipsburg, Miami
from
$2,999.00
(USD)
Per Person
Inside
$2,999.00
Cat: G
$299.90/Night
Outside
$3,399.00
Cat: D
$339.90/Night
Departing on Sep 20, 2026 on the Norwegian Prima
Nights: 7
Dates: Sep 20, 2026 through Sep 27, 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
$989.00
(USD)
Per Person
Inside
$989.00
Cat: IA
$141.29/Night
Outside
$1,169.00
Cat: OB
$167.00/Night
Balcony
$1,469.00
Cat: BF
$209.86/Night
Suite
$2,049.00
Cat: MB
$292.71/Night
Departing on Mar 01, 2027 on the Explora I
Nights: 7
Dates: Mar 01, 2027 through Mar 08, 2027
Ship: Explora I
Itinerary:
San Juan, St. John's (Antigua), Road Bay, Spanish Town (Virgin Gorda), Ocean Cay, Miami
From the bustling streets and ancient forts of San Juan, set sail for adrenaline-fuelled adventure in St. John's dazzling nature. Explore the secluded corners of Anguilla, then discover the dramatic peaks and serene beaches of tropical Tortola. Bask in luxurious serenity on board as we drift to the soothing paradise of Ocean Cay, where pastel-hued buildings and luscious lagoons await. We complete our voyage as iconic South Beach sweeps into view and we salsa, shop, and savour the Miami dream.
from
$3,845.00
(USD)
Per Person
Suite
$3,845.00
Cat: OT1
$549.29/Night
Departing on Nov 07, 2026 on the Azamara Journey
Nights: 7
Dates: Nov 07, 2026 through Nov 14, 2026
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$1,629.00
(USD)
Per Person
Inside
$1,629.00
Cat: Z
$232.71/Night
Outside
$2,129.00
Cat: Y
$304.14/Night
Balcony
$2,839.00
Cat: X
$405.57/Night
Suite
$4,229.00
Cat: W
$604.14/Night
Departing on Nov 21, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 21, 2026 through Dec 05, 2026
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
from
$3,469.00
(USD)
Per Person
Inside
$3,469.00
Cat: 12
$247.79/Night
Outside
$4,319.00
Cat: 08
$308.50/Night
Balcony
$5,549.00
Cat: V3
$396.36/Night
Suite
$8,969.00
Cat: N2
$640.64/Night
Departing on Feb 28, 2026 on the Emerald Azzurra
Nights: 14
Dates: Feb 28, 2026 through Mar 14, 2026
Itinerary:
San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthélemy, Little Bay, Montserrat, St John's, Antigua, Gustavia, Saint Barthélemy, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, St. 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
$15,360.00
(USD)
Per Person
Balcony
$15,360.00
Cat: A
$1,097.14/Night
Suite
$35,360.00
Cat: SA
$2,525.71/Night
Departing on Mar 07, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Castries, Fort-de-France, St. John's, Tortola, San Juan
This 7-night voyage starts in San Juan and makes its first stop in St. Kitts before sailing to St. Lucia's tropical capital, Castries, then the stylish French isle of Martinique. Next, you'll experience the epitome of beach luxury in St. Johns, Antigua, followed by Tortola - arguably the most thrilling of the British Virgin Islands to soak up the sun before returning to San Juan.
from
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,270.00
Cat: TL
$181.43/Night
Suite
$3,220.00
Cat: SS
$460.00/Night
Discover the Pearls of the Caribbean Marigot, Saint Martin to Bridgetown
Departing on Jan 09, 2027 on the Emerald Azzurra
Nights: 14
Dates: Jan 09, 2027 through Jan 23, 2027
Itinerary:
Marigot, Saint Martin, Marigot, Saint Martin - Anguilla, Virgin Gorda – Norman Island, British Virgin Islands, Norman Island - Jost van Dyke, British Virgin Islands, Anegada, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba – Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Marigot, Saint Martin, Marigot, Saint Martin – Prickly Pear Cays, Anguilla- Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Charlestown, Saint Kitts and Nevis- Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Soufrière, Saint Lucia, Bridgetown, Barbados
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
$15,980.00
(USD)
Per Person
Outside
$15,980.00
Cat: D
$1,141.43/Night
Balcony
$22,580.00
Cat: B
$1,612.86/Night
Suite
$35,380.00
Cat: T
$2,527.14/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
$1,188.00
(USD)
Per Person
Inside
$1,188.00
Cat: IZ
$99.00/Night
Outside
$1,548.00
Cat: VZ
$129.00/Night
Balcony
$1,908.00
Cat: TZ
$159.00/Night
Suite
$6,300.00
Cat: SS
$525.00/Night
Departing on Nov 08, 2026 on the Explora III
Nights: 7
Dates: Nov 08, 2026 through Nov 15, 2026
Ship: Explora III
Itinerary:
Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost van Dyke, Gustavia, San Juan
Set sail from vibrant Miami on a journey of Caribbean enchantment. Relax aboard as we make our first stop to Providenciales, home to shimmering turquoise waters and soft white sands. Explore Puerto Plata's pirate past and the tropical oasis of La Romana, another of our new destinations for this season.
from
$3,845.00
(USD)
Per Person
Suite
$3,845.00
Cat: OT1
$549.29/Night
Departing on Dec 08, 2026 on the Norwegian Pearl
Nights: 10
Dates: Dec 08, 2026 through Dec 18, 2026
Itinerary:
PHILADELPHIA, PA, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, 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
$1,109.00
(USD)
Per Person
Inside
$1,109.00
Cat: IF
$110.90/Night
Outside
$1,169.00
Cat: OK
$116.90/Night
Balcony
$1,849.00
Cat: BF
$184.90/Night
Suite
$1,969.00
Cat: MB
$196.90/Night
Departing on Dec 19, 2026 on the Seabourn Ovation
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 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
$4,249.00
(USD)
Per Person
Suite
$4,249.00
Cat: V1
$607.00/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 Mar 06, 2027 on the Star Flyer
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, White Bay, Jost van Dyke (B.V.I.), Gustavia, St. Barts, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night