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Regent Seven Seas · Eastern Caribbean

48 Eastern Caribbean sailings.
Fares updated November 14, 2026

Eastern Caribbean sailings on Regent Seven Seas

Nov
15
2026

Sapphire Sea Dreams

Seven Seas Splendor · 15 nightsfrom Miami, Florida to Galveston (Houston), Texas
Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire · Montego Bay, Jamaica · George Town, Grand Cayman, Cayman Islands · +3 more
Fare from
$156,299
per person
Nov
29
2026

Riviera Chic & Caribbean Cool

Seven Seas Grandeur · 10 nightsRound trip from Miami, Florida
San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederiksted, St. Croix, US Virgin Islands · La Romana, Dominican Republic · +1 more
Waitlist only
Dec
11
2026

Tropical Sparkle & Holiday Cheer

Seven Seas Splendor · 17 nightsRound trip from Galveston (Houston), Texas
Montego Bay, Jamaica · Ocho Rios, Jamaica · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Road Town, Tortola, British Virgin Islands · +4 more
Fare from
$13,599
per person
Dec
19
2026

Lesser Antilles Journey

Seven Seas Grandeur · 10 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · Roseau, Dominica · St. John's, Antigua · Basseterre, St. Kitts · Road Town, Tortola, British Virgin Islands
Fare from
$11,799
per person
Dec
21
2026

Caribbean Celebration

Seven Seas Mariner · 14 nightsfrom Tampa Bay, Florida to Miami, Florida
George Town, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · +3 more
Fare from
$12,399
per person
Dec
28
2026

Blue Seas & Pastel Towns

Seven Seas Splendor · 14 nightsfrom Galveston (Houston), Texas to Miami, Florida
Cozumel, Mexico · Belize City, Belize · Santo Tomás de Castilla, Guatemala · Roatán, Honduras · Montego Bay, Jamaica · +3 more
Fare from
$11,949
per person
Jan
10
2027

Caribbean Zephyr

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Philipsburg, St. Maarten · Pointe-à-Pitre, Guadeloupe · St. John's, Antigua · Basseterre, St. Kitts · Road Town, Tortola, British Virgin Islands
Fare from
$24,049
per person
Mar
5
2027

Prestige Isles

Seven Seas Prestige · 12 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · Basseterre, St. Kitts · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · +2 more
Fare from
$11,649
per person
Mar
20
2027

Tropical Passage

Seven Seas Prestige · 10 nightsfrom Miami, Florida to San Juan, Puerto Rico
Charlotte Amalie, St. Thomas, US Virgin Islands · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · +2 more
Fare from
$7,399
per person
Mar
30
2027

Caribbean Mystique

Seven Seas Prestige · 10 nightsfrom San Juan, Puerto Rico to Miami, Florida
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · St. John's, Antigua · Gustavia, St. Barts · Philipsburg, St. Maarten · +3 more
Fare from
$7,099
per person
Apr
9
2027

Emerald East Coast

Seven Seas Prestige · 14 nightsfrom Miami, Florida to New York City, New York
Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · St. George's, Grenada · Castries, St. Lucia · +3 more
Fare from
$10,249
per person
Apr
15
2027

Caribbean Compass

Seven Seas Mariner · 14 nightsfrom Miami, Florida to New York City, New York
Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Basseterre, St. Kitts · Gustavia, St. Barts · +2 more
Fare from
$8,999
per person
Nov
4
2027

Sun-Kissed Soiree

Seven Seas Grandeur · 14 nightsfrom New York City, New York to Miami, Florida
Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Willemstad, Curaçao · Oranjestad, Aruba · Falmouth, Jamaica · +1 more
Fare from
$8,799
per person
Nov
28
2027

Island Rendezvous

Seven Seas Grandeur · 10 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, US Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · +1 more
Fare from
$6,399
per person
Dec
7
2027

Virgin Islands Voyage

Seven Seas Prestige · 11 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · +1 more
Fare from
$7,799
per person
Dec
8
2027

Heavenly Hideaways

Seven Seas Grandeur · 14 nightsRound trip from Miami, Florida
Ocho Rios, Jamaica · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Castries, St. Lucia · +3 more
Fare from
$8,199
per person
Dec
18
2027

Season to Cheer

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Basseterre, St. Kitts · Roseau, Dominica · St. John's, Antigua · +1 more
Fare from
$8,349
per person
Jan
5
2028

A Journey in Beauty

Seven Seas Grandeur · 10 nightsfrom Miami, Florida to Bridgetown, Barbados
Road Town, Tortola, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · Pointe-à-Pitre, Guadeloupe · Roseau, Dominica · +2 more
Fare from
$6,749
per person
Jan
7
2028

Bahamian Breeze

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Philipsburg, St. Maarten · Basseterre, St. Kitts · St. John's, Antigua · Gustavia, St. Barts · Road Town, Tortola, British Virgin Islands
Fare from
$7,749
per person
Jan
15
2028

Untouched Treasures

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
St. George's, Grenada · Kingstown, St. Vincent · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · +3 more
Fare from
$8,449
per person
Jan
17
2028

Golden Caribbean Beaches

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · +1 more
Fare from
$7,449
per person
Jan
25
2028

Tropical Heart & Soul

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
Kingstown, St. Vincent · Castries, St. Lucia · Fort-de-France, Martinique · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · +3 more
Fare from
$6,949
per person
Jan
27
2028

Vibrant Island Culture

Seven Seas Prestige · 9 nightsRound trip from Miami, Florida
Gustavia, St. Barts · Basseterre, St. Kitts · Castries, St. Lucia · Philipsburg, St. Maarten
Fare from
$6,849
per person
Feb
4
2028

Sweetheart Sojourn

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
Willemstad, Curaçao · Oranjestad, Aruba · Castries, St. Lucia · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · +2 more
Fare from
$6,449
per person
Feb
14
2028

Be My Island Valentine

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
St. George's, Grenada · Kingstown, St. Vincent · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · +3 more
Fare from
$6,799
per person
Feb
16
2028

Romance of Roseau

Seven Seas Prestige · 15 nightsRound trip from Miami, Florida
Road Town, Tortola, British Virgin Islands · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · St. George's, Grenada · +4 more
Fare from
$13,049
per person
Feb
24
2028

Island Indulgence

Seven Seas Grandeur · 9 nightsfrom Bridgetown, Barbados to Miami, Florida
Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · +1 more
Fare from
$6,849
per person
Mar
20
2028

Calypsco Currents

Seven Seas Grandeur · 12 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Gustavia, St. Barts · Roseau, Dominica · +3 more
Fare from
$7,599
per person
Oct
28
2028

Art of Island Time

Seven Seas Mariner · 10 nightsRound trip from Miami, Florida
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, US Virgin Islands · Basseterre, St. Kitts · St. John's, Antigua · Gustavia, St. Barts
Fare from
$6,099
per person
Nov
4
2028

Palmlight Passage

Seven Seas Prestige · 14 nightsfrom New York City, New York to Miami, Florida
Nassau, Bahamas · La Romana, Dominican Republic · Willemstad, Curaçao · Oranjestad, Aruba · Montego Bay, Jamaica · +1 more
Fare from
$11,399
per person
Nov
7
2028

Sapphire Archipelago

Seven Seas Mariner · 10 nightsRound trip from Miami, Florida
Road Town, Tortola, British Virgin Islands · Pointe-à-Pitre, Guadeloupe · Castries, St. Lucia · Roseau, Dominica · Philipsburg, St. Maarten
Fare from
$6,549
per person
Nov
17
2028

Tides & Traditions

Seven Seas Mariner · 12 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · +2 more
Fare from
$7,399
per person
Nov
25
2028

The Spicewind Trail

Seven Seas Prestige · 14 nightsRound trip from Miami, Florida
Ocho Rios, Jamaica · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · St. George's, Grenada · +3 more
Fare from
$9,899
per person
Nov
29
2028

Caribbean Quest

Seven Seas Mariner · 12 nightsfrom Miami, Florida to Galveston (Houston), Texas
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · Oranjestad, Aruba · Falmouth, Jamaica · George Town, Grand Cayman, Cayman Islands
Fare from
$7,199
per person
Dec
3
2028

Steel Drum Serenade

Seven Seas Grandeur · 10 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Gustavia, St. Barts · Road Town, Tortola, British Virgin Islands
Fare from
$6,849
per person
Dec
20
2028

A Coral Christmas

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, US Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · +1 more
Fare from
$7,399
per person
Dec
22
2028

Caribbean Reverie

Seven Seas Mariner · 15 nightsfrom Galveston (Houston), Texas to Miami, Florida
Progreso (Mérida), Mexico · George Town, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Oranjestad, Aruba · Willemstad, Curaçao · +3 more
Fare from
$9,099
per person
Dec
27
2028

Celebrate the Caribbean

Seven Seas Grandeur · 12 nightsfrom Miami, Florida to Bridgetown, Barbados
Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Scarborough, Tobago · Kingstown, St. Vincent · +3 more
Fare from
$8,549
per person
Dec
30
2028

Sunset the Year

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · Road Town, Tortola, British Virgin Islands
Fare from
$7,599
per person
Jan
8
2029

Bongos & Breezes

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
Kingstown, St. Vincent · St. George's, Grenada · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · +3 more
Fare from
$6,999
per person
Jan
9
2029

The Azure Wild

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Gustavia, St. Barts · Roseau, Dominica · St. John's, Antigua · +1 more
Fare from
$7,299
per person
Jan
18
2029

Soca at Sea

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
St. George's, Grenada · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Fort-de-France, Martinique · +2 more
Fare from
$6,999
per person
Jan
19
2029

Bays & Breezes

Seven Seas Prestige · 10 nightsRound trip from Miami, Florida
Road Town, Tortola, British Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Roseau, Dominica · Charlotte Amalie, St. Thomas, US Virgin Islands
Fare from
$7,499
per person
Jan
28
2029

Current of Calypso

Seven Seas Grandeur · 10 nightsRound trip from Bridgetown, Barbados
Kingstown, St. Vincent · St. George's, Grenada · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · +3 more
Fare from
$7,099
per person
Jan
29
2029

Seagrass & Sky

Seven Seas Prestige · 9 nightsRound trip from Miami, Florida
Philipsburg, St. Maarten · St. John's, Antigua · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$6,899
per person
Feb
7
2029

Fete Afloat

Seven Seas Grandeur · 10 nightsfrom Bridgetown, Barbados to Miami, Florida
Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · +2 more
Fare from
$7,299
per person
Feb
17
2029

Island Rhythms & Revelry

Seven Seas Grandeur · 9 nightsRound trip from Miami, Florida
Charlotte Amalie, St. Thomas, US Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Road Town, Tortola, British Virgin Islands
Fare from
$6,599
per person
Mar
12
2029

Basslines & Beaches

Seven Seas Grandeur · 10 nightsRound trip from Miami, Florida
Samaná, Dominican Republic · Charlotte Amalie, St. Thomas, US Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Road Town, Tortola, British Virgin Islands
Fare from
$7,349
per person

Per person, double occupancy, in US dollars. Includes taxes, fees and port charges.