Details By Bill LLC
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Charleston, South Carolina

(20 offers included)
Nights: 7
Dates: Mar 25, 2026 through Apr 01, 2026
Location(s):
Welcome to St. Augustine, The Oldest City in the United States - St. Augustine, Jekyll Island Tour & Onward to Savannah, Savannah Sightseeing and Low Country Culinary Delights, Bonaventure Cemetery, Pin Point Heritage Museum & back in time in Beaufort, Middleton Place and farewell Charleston, Homeward bound
An unforgettable trip through coastal South Carolina, Georgia, and Florida, places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions, magnolias, and live oaks hung with Spanish moss... where Gullah-Geechee heritage endures, historic ports echo with colonial stories, and every town - from Charleston to St. Augustine - invites you to slow down and savor a world shaped by land and sea.
from
$5,290.00
(USD)
Per Person
Departing on Apr 16, 2026 on the Valiant Lady
Nights: 9
Dates: Apr 16, 2026 through Apr 25, 2026
Ship: Valiant Lady
Itinerary:
New York City, New York, Sailing, Kings Wharf, Sailing, Nassau, Sailing, Charleston, South Carolina, Sailing, New York City, New York
This 9-night round-trip excursion departs from NYC and spends a day sailing to King's Wharf, Bermuda, where the pink sand and culture is so magical we've decided we have to stay for two days.
from
$981.00
(USD)
Per Person
Inside
$981.00
Cat: IZ
$109.00/Night
Outside
$1,431.00
Cat: VZ
$159.00/Night
Balcony
$1,612.00
Cat: TZ
$179.11/Night
Suite
$4,500.00
Cat: SS
$500.00/Night
Colorful East Coast Montreal to Miami
Departing on Oct 29, 2025 on the Allura
Nights: 14
Dates: Oct 29, 2025 through Nov 12, 2025
Ship: Allura
Itinerary:
Montreal, Quebec City, Saguenay, Sydney, Halifax, Boston, Newport, New York, Charleston, Miami
from
$7,399.00
(USD)
Per Person
Balcony
$7,399.00
Cat: B5
$528.50/Night
Nights: 6
Dates: Nov 30, 2026 through Dec 06, 2026
Location(s):
Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline during the holiday season. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Drive through James Island County Park illuminated with over 500,000 lights. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club in the world." Experience the unique charm and si...
from
$3,299.00
(USD)
Per Person
Global Wanderlust San Diego to Miami
Departing on Mar 07, 2026 on the Vista
Nights: 120
Dates: Mar 07, 2026 through Jul 05, 2026
Ship: Vista
Itinerary:
San Diego, Honolulu, Kailua-Kona, Nuku Hiva, Rangiroa, Moorea, Papeete (Tahiti), Raiatea, Rarotonga, Pago Pago, Int'l Date Line West, Apia, Nuku'alofa, Suva, Mystery Island, Noumea, Sydney, Mooloolaba, Whitsunday Island (Airlie Beach), Townsville, Cairns, Darwin, Kupang West Timor, Komodo, Bali (Benoa), Surabaya, Singapore, Kuala Lumpur (Port Klang), Phuket, Colombo, Cochin (Kochi), Mumbai, Muscat, Khasab, Abu Dhabi, Dubai, Muscat, Jeddah, Luxor (Safaga), Suez Canal Transit, Santorini, Messina (Sicily), Sorrento/Capri, Olbia/Porto Cervo (Sardinia), Mahon (Menorca), Barcelona, Alicante, Granada (Motril), Tangier, Lisbon, Santiago De Compostela (Vigo), Bordeaux, Brest, Saint-Malo, Paris (Honfleur), London (Southampton), Falmouth (Cornwall), Dublin (Dun Laoghaire), Cork (Cobh), Belfast, Glasgow (Greenock), Torshavn (Faroe Islands), Akureyri, Isafjordur, Reykjavik, Halifax, New York, Charleston, Miami
from
$49,049.00
(USD)
Per Person
Balcony
$49,049.00
Cat: B3
$408.74/Night
Departing on Oct 17, 2025 on the Azamara Quest
Nights: 14
Dates: Oct 17, 2025 through Oct 31, 2025
Itinerary:
Montreal, Quebec, Quebec City, Quebec, Sydney, Nova Scotia, Halifax, Nova Scotia, Boston, Massachusetts, Cape Cod Canal, Newport, Rhode Island, New York City, New York, Norfolk, Virginia, Charleston, South Carolina, Miami, Florida
from
$5,629.00
(USD)
Per Person
Balcony
$5,629.00
Cat: V2
$402.07/Night
Southern Charms First-Class, Small Group Discovery
Nights: 8
Dates: Oct 10, 2025 through Oct 18, 2025
Location(s):
Atlanta, Atlanta – Columbia, South Carolina – Charleston, Charleston, Charleston – Beaufort – Hilton Head – Savannah, Georgia, Savannah, Savannah – Jekyll Island, Jekyll Island, Jekyll Island – Savannah
9 Days, featuring: Charleston
from
$4,159.00
(USD)
Per Person
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
$982.00
(USD)
Per Person
Inside
$982.00
Cat: IZ
$109.11/Night
Outside
$1,305.00
Cat: VW
$145.00/Night
Balcony
$1,251.00
Cat: TZ
$139.00/Night
Suite
$3,231.00
Cat: RZ
$359.00/Night
White Sands & Southern Charm 16 nights on board Seven Seas Mariner
Departing on Jun 13, 2026 on the Seven Seas Mariner
Nights: 16
Dates: Jun 13, 2026 through Jun 29, 2026
Itinerary:
Miami, Cruising The Old Bahama Channel, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), St. George's, Castries, Gustavia, San Juan, Cruising The Atlantic Ocean, Charleston, Cruising The Atlantic Ocean, New York
from
$10,099.00
(USD)
Per Person
Suite
$10,099.00
Cat: H
$631.19/Night
Nights: 6
Dates: May 25, 2026 through May 31, 2026
Location(s):
Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Visit Charleston’s City Market, one of the oldest public markets in America. Enjoy a trolley or walking tour of Savannah's sprawling Historic District. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club ...
from
$3,299.00
(USD)
Per Person
Atlantic & Balmy Bermuda Roundtrip from Miami
Departing on Mar 21, 2026 on the Allura
Nights: 14
Dates: Mar 21, 2026 through Apr 04, 2026
Ship: Allura
Itinerary:
Miami, Charleston, Norfolk, Royal Naval Dockyard, Freeport, Nassau, Great Stirrup Cay, Miami
from
$5,499.00
(USD)
Per Person
Balcony
$5,499.00
Cat: B5
$392.79/Night
Suite
$8,899.00
Cat: PH3
$635.64/Night
Gaelic & Icelandic Sagas London (Southampton) to Miami
Departing on Jun 14, 2026 on the Vista
Nights: 22
Dates: Jun 14, 2026 through Jul 06, 2026
Ship: Vista
Itinerary:
London (Southampton), Falmouth (Cornwall), Dublin (Dun Laoghaire), Cork (Cobh), Belfast, Glasgow (Greenock), Torshavn (Faroe Islands), Akureyri, Isafjordur, Reykjavik, Halifax, New York, Charleston, Miami
from
$10,649.00
(USD)
Per Person
Balcony
$10,649.00
Cat: B4
$484.05/Night
Bermuda Sunset & Southern Charm 12 nights on board Seven Seas Grandeur
Departing on Mar 26, 2026 on the Seven Seas Grandeur
Nights: 12
Dates: Mar 26, 2026 through Apr 07, 2026
Itinerary:
Miami, Nassau, Cruising The Atlantic Ocean, Royal Naval Dockyard, Cruising The Atlantic Ocean, Norfolk, Cruising The Atlantic Ocean, Charleston, Port Canaveral, Miami
from
$8,399.00
(USD)
Per Person
Suite
$8,399.00
Cat: H
$699.92/Night
Canada & East Coast Explorer Toronto to Ft. Lauderdale
Departing on Oct 09, 2026 on the Viking Octantis
Nights: 14
Dates: Oct 09, 2026 through Oct 23, 2026
Itinerary:
Toronto, Scenic Sailing: St. Lawrence Seaway Locks, Trois-Rivières, Quebec City, Scenic Sailing: St. Lawrence River, Cap-aux-Meules, Cape Breton Island (Louisbourg), Lunenburg, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Ft. Lauderdale
Sail the US’s Atlantic coastline and visit storied cities. Enjoy Charleston’s southern charm and colonial homes. Visit Norfolk, home to the world’s largest naval base. Trace Nova Scotia’s shores to explore its rugged landscapes and visit Quebec’s national parks. Traverse one of North America’s scenic waterways, the St. Lawrence River, and marvel at the locks and canals that comprise the St. Lawrence Seaway on an enriching journey to historic ports.
from
$9,995.00
(USD)
Per Person
Balcony
$9,995.00
Cat: N2
$713.93/Night
Suite
$12,995.00
Cat: NP
$928.21/Night
Canada & East Coast Explorer Ft. Lauderdale to Toronto
Departing on Apr 22, 2027 on the Viking Polaris
Nights: 14
Dates: Apr 22, 2027 through May 06, 2027
Itinerary:
Ft. Lauderdale, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Lunenburg, Cape Breton Island (Louisbourg), Cap-aux-Meules, Scenic Sailing: St. Lawrence River, Quebec City, Trois-Rivières, Scenic Sailing: St. Lawrence Seaway Locks, Toronto
Sail the US’s Atlantic coastline and visit storied cities. Enjoy Charleston’s southern charm and colonial homes. Visit Norfolk, home to the world’s largest naval base. Trace Nova Scotia’s shores to explore its rugged landscapes and visit Quebec’s national parks. Traverse one of North America’s scenic waterways, the St. Lawrence River, and marvel at the locks and canals that comprise the St. Lawrence Seaway on an enriching journey to historic ports.
from
$7,995.00
(USD)
Per Person
Balcony
$7,995.00
Cat: N2
$571.07/Night
Suite
$10,995.00
Cat: NP
$785.36/Night
Departing on Oct 03, 2025 on the Brilliant Lady
Nights: 13
Dates: Oct 03, 2025 through Oct 16, 2025
Itinerary:
Quebec City, Sailing, Halifax, Nova Scotia, Sailing, Saint John, New Brunswick, Eastport, Maine, Sailing, Boston, Massachusetts, Sailing, Charlestown, South Carolina, Sailing, Miami, Florida
This 13-night north-to-south sojourn departs from Quebec and over to Halifax, Nova Scotia - the lobster capital of the world - for a day of outdoor adventures. Next, cross the breathtaking Bay of Fundy, and onward to Eastport, Maine. Soak up the blissful sea day in between stops to two of the U.S.'s most historic (and oldest) cities, Boston and Charleston, before ending on the shores of Miami.
from
$2,470.00
(USD)
Per Person
Balcony
$2,470.00
Cat: TX
$190.00/Night
Suite
$7,007.00
Cat: MZ
$539.00/Night
Departing on Oct 18, 2026 on the Sapphire Princess
Nights: 19
Dates: Oct 18, 2026 through Nov 06, 2026
Itinerary:
Toronto, Canada, Ottawa, Canada, Montebello, Canada, Montreal, Canada, Quebec City, Quebec, Saguenay, Canada, Charlottetown, Canada, Sydney, Canada, Halifax, Nova Scotia, Boston, Massachusetts, Newport, Rhode Island, New York, New York, Charleston, South Carolina, Fort Lauderdale, Florida
from
$6,195.00
(USD)
Per Person
Inside
$6,195.00
Cat: IF
$326.05/Night
Outside
$6,805.00
Cat: OF
$358.16/Night
Balcony
$7,420.00
Cat: BF
$390.53/Night
Suite
$9,695.00
Cat: ME
$510.26/Night
Bermuda: Royal Naval Dockyard Roundtrip from PHILADELPHIA, PA
Departing on Apr 23, 2026 on the Norwegian Jewel
Nights: 7
Dates: Apr 23, 2026 through Apr 30, 2026
Itinerary:
PHILADELPHIA, PA, Royal Naval Dockyard, Bermuda, Charleston, Sc, PHILADELPHIA, PA
Set sail from the city of brotherly love on an amazing 7-day vacation aboard Norwegian Jewel. With two days at the Royal Naval Dockyard, you’ll have plenty of time to play a round of golf on Bermuda’s famous Port Royal Golf Course and enjoy a sunset sail on a glass-bottom boat. Climb to the top of Gibb’s Hill Lighthouse, one of the oldest cast-iron lighthouses in the world, for incredible views. Build your first-ever pink sandcastle.
from
$1,097.06
(USD)
Per Person
Inside
$1,097.06
Cat: IF
$156.72/Night
Outside
$1,447.06
Cat: OK
$206.72/Night
Balcony
$2,097.06
Cat: BF
$299.58/Night
Suite
$2,177.06
Cat: MB
$311.01/Night
Nights: 6
Dates: Oct 20, 2025 through Oct 26, 2025
Location(s):
Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Visit Charleston’s City Market, one of the oldest public markets in America. Enjoy a trolley or walking tour of Savannah's sprawling Historic District. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club ...
from
$3,149.00
(USD)
Per Person
Nights: 6
Dates: Dec 08, 2025 through Dec 14, 2025
Location(s):
Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline during the holiday season. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Drive through James Island County Park illuminated with over 500,000 lights. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club in the world." Experience the unique charm and si...
from
$3,149.00
(USD)
Per Person