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Charleston, South Carolina (16 offers included)

from $867.00 (USD)
Per Person
Mar 28, 2026
through Apr 06, 2026
Nights: 9
Ship: Valiant Lady
Price Per Night:$96.33 (USD)
(based on double occupancy, for comparison only)
Mar 28, 2026 through Apr 06, 2026
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.
Other Categories Starting At:
Inside
$867.00
Cat:IN
96.33 per night
Outside
$891.00
Cat:VZ
99.00 per night
Balcony
$981.00
Cat:TZ
109.00 per night
Suite
$2,554.00
Cat:RZ
283.78 per night
Gaelic & Icelandic Sagas
London (Southampton) to Miami
from $11,949.00 (USD)
Per Person
Jun 14, 2026
through Jul 06, 2026
Nights: 22
Ship: Vista
Price Per Night:$543.14 (USD)
(based on double occupancy, for comparison only)
Jun 14, 2026 through Jul 06, 2026
Itinerary: London (Southampton), Falmouth (Cornwall), Dublin (Dun Laoghaire), Cork (Cobh), Belfast, Glasgow (Greenock), Torshavn (Faroe Islands), Akureyri, Isafjordur, Reykjavik, Halifax, New York, Charleston, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$11,949.00
Cat:B4
543.14 per night
Suite
N/A
Southern Charms
First-Class, New, Small Group Discovery
from $3,799.00 (USD)
Per Person
Sep 11, 2026
through Sep 17, 2026
Nights: 6
Price Per Night:$633.17 (USD)
(based on double occupancy, for comparison only)
Sep 11, 2026 through Sep 17, 2026
Location(s): Charleston, Charleston – Beaufort – Savannah, Georgia, Savannah, Savannah – Jekyll Island, Jekyll Island, Jekyll Island – Savannah
7 Days, featuring: Jekyll Island–savannah
Bermuda: Royal Naval Dockyard
Roundtrip from PHILADELPHIA, PA
from $699.00 (USD)
Per Person
Apr 16, 2026
through Apr 23, 2026
Nights: 7
Price Per Night:$99.86 (USD)
(based on double occupancy, for comparison only)
Apr 16, 2026 through Apr 23, 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.
Other Categories Starting At:
Inside
$699.00
Cat:IX
99.86 per night
Outside
$859.00
Cat:OX
122.71 per night
Balcony
$1,209.00
Cat:BX
172.71 per night
Suite
$1,699.00
Cat:MX
242.71 per night
Canada & East Coast Explorer
Toronto to Ft. Lauderdale
from $8,995.00 (USD)
Per Person
Oct 09, 2026
through Oct 23, 2026
Nights: 14
Price Per Night:$642.50 (USD)
(based on double occupancy, for comparison only)
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.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$8,995.00
Cat:N2
642.50 per night
Suite
$12,995.00
Cat:NP
928.21 per night
Atlantic & Balmy Bermuda
Roundtrip from Miami
from $5,899.00 (USD)
Per Person
Mar 21, 2026
through Apr 04, 2026
Nights: 14
Ship: Allura
Price Per Night:$421.36 (USD)
(based on double occupancy, for comparison only)
Mar 21, 2026 through Apr 04, 2026
Itinerary: Miami, Charleston, Norfolk, Royal Naval Dockyard, Freeport, Nassau, Great Stirrup Cay, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$5,899.00
Cat:B5
421.36 per night
Suite
N/A
from $5,890.00 (USD)
Per Person
Oct 07, 2026
through Oct 14, 2026
Nights: 7
Price Per Night:$841.43 (USD)
(based on double occupancy, for comparison only)
Oct 07, 2026 through Oct 14, 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.
May 25, 2026
through May 31, 2026
Nights: 6
Price Per Night:$583.17 (USD)
(based on double occupancy, for comparison only)
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 ...
Southern Charms
First-Class, Small Group Discovery
from $4,599.00 (USD)
Per Person
Sep 10, 2027
through Oct 01, 2027
Nights: 6
Price Per Night:$766.50 (USD)
(based on double occupancy, for comparison only)
Sep 10, 2027 through Oct 01, 2027
Location(s): Charleston, Charleston – Beaufort – Savannah, Georgia, Savannah, Savannah – Jekyll Island, Jekyll Island, Jekyll Island – Savannah
7 Days, featuring: Charleston–beaufort–savannah, Georgia
Bermuda: Royal Naval Dockyard
Roundtrip from PHILADELPHIA, PA
from $1,129.00 (USD)
Per Person
Aug 27, 2026
through Sep 05, 2026
Nights: 9
Price Per Night:$125.44 (USD)
(based on double occupancy, for comparison only)
Aug 27, 2026 through Sep 05, 2026
Itinerary: PHILADELPHIA, PA, Royal Naval Dockyard, Bermuda, Charleston, Sc, PHILADELPHIA, PA
Set sail from the city of brotherly love on an amazing 9-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.
Other Categories Starting At:
Inside
$1,129.00
Cat:IX
125.44 per night
Outside
$1,379.00
Cat:OX
153.22 per night
Balcony
$2,519.00
Cat:BX
279.89 per night
Suite
$2,929.00
Cat:MX
325.44 per night
from $3,349.00 (USD)
Per Person
Apr 06, 2026
through Apr 12, 2026
Nights: 6
Price Per Night:$558.17 (USD)
(based on double occupancy, for comparison only)
Apr 06, 2026 through Apr 12, 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 $3,499.00 (USD)
Per Person
Nov 30, 2026
through Dec 06, 2026
Nights: 6
Price Per Night:$583.17 (USD)
(based on double occupancy, for comparison only)
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...
Bermuda Sunset & Southern Charm
12 nights on board Seven Seas Grandeur
from $9,399.00 (USD)
Per Person
Mar 26, 2026
through Apr 07, 2026
Nights: 12
Price Per Night:$783.25 (USD)
(based on double occupancy, for comparison only)
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
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$9,399.00
Cat:G2
783.25 per night
White Sands & Southern Charm
16 nights on board Seven Seas Mariner
from $11,849.00 (USD)
Per Person
Jun 13, 2026
through Jun 29, 2026
Nights: 16
Price Per Night:$740.56 (USD)
(based on double occupancy, for comparison only)
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
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$11,849.00
Cat:D
740.56 per night
from $891.00 (USD)
Per Person
Apr 16, 2026
through Apr 25, 2026
Nights: 9
Ship: Valiant Lady
Price Per Night:$99.00 (USD)
(based on double occupancy, for comparison only)
Apr 16, 2026 through Apr 25, 2026
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.
Other Categories Starting At:
Inside
$891.00
Cat:IZ
99.00 per night
Outside
$981.00
Cat:VZ
109.00 per night
Balcony
$1,218.00
Cat:TL
135.33 per night
Suite
$2,871.00
Cat:RZ
319.00 per night
Canada & East Coast Explorer
Ft. Lauderdale to Toronto
from $7,995.00 (USD)
Per Person
Apr 22, 2027
through May 06, 2027
Nights: 14
Price Per Night:$571.07 (USD)
(based on double occupancy, for comparison only)
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.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$7,995.00
Cat:N2
571.07 per night
Suite
$10,995.00
Cat:NP
785.36 per night