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Cruises to Road Town

61 live cruises call at Road Town — 7 to 77 nights, departing 20 ports, across 6 lines. A NestCruise advisor narrows them to the one that fits.

61 sailings
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7-Day Caribbean Round-Trip San Juan: Barbados & St. ThomasCaribbean

Norwegian Cruise Line

7 nights: San Juan, the Caribbean

Aboard Norwegian Prima

Round-trip from San Juan

↓ $669 this monthUnlimited Open Bar

from$839pp · cruise fare≈ $120/night pp

Fares checked nightly

Dec 2026 – Dec 2027Next 6 Dec 2026 · 5 more
Eastern Caribbean & Bimini Beach ClubCaribbean

Virgin Voyages

8 nights: San Juan, the Caribbean

Aboard Resilient Lady

Round-trip from Miami

↓ $654 this month

from$1,666pp · cruise fare≈ $208/night pp

Fares checked nightly

Nov 2026 – Dec 2027Next 8 Nov 2026 · 5 more
Bridgetown, BridgetownCaribbean

MSC Cruises

The Caribbean loop

Aboard MSC Opera

Round-trip from Bridgetown

Sails every two weeks, Nov 2026 – Jan 2027
10-Day Caribbean Round-trip Jacksonville: San Juan & Dominican RepublicCaribbean

Norwegian Cruise Line

10 nights: Nassau & San Juan, the Caribbean

Aboard Norwegian Dawn

Round-trip from Jacksonville

↓ $709 this monthRisk-free Cancellation

from$919pp · cruise fare≈ $92/night pp

Fares checked nightly

Nov 2027 – Feb 2028Next 29 Nov 2027 · 3 more
Miami to MiamiCaribbean

Silversea

11 nights: San Juan, the Caribbean

Aboard Silver Ray

Round-trip from Miami

from$5,700pp · cruise fare≈ $518/night pp

Fares checked nightly

Sails every two weeks, Dec 2026 – Jan 2027
Fort Lauderdale to San JuanCaribbean

Crystal

8 nights: San Juan, the Caribbean

Aboard Crystal Symphony

Round-trip from Fort Lauderdale

Rare itinerary

from$3,800pp · cruise fare≈ $475/night pp

Fares checked nightly

Dec 2026 – Feb 2027Next 3 Dec 2026 · 1 more
Caribbean Combination Cruise: Dominica, Bequia & GrenadaCaribbean

Azamara

14 nights: San Juan, the Caribbean

Aboard Azamara Quest

Round-trip from Bridgetown

Rare itinerary

from$3,199pp · cruise fare≈ $229/night pp

Fares checked nightly

Sails every two weeks, Nov 2027
Italy, Netherlands AntillesWorld Cruise

MSC Cruises

121 nights: Barcelona & Rio de Janeiro

Aboard MSC Magnifica

Round-trip from Civitavecchia

Overnight in Rio de JaneiroRare itinerary
Jan 2027Next 4 Jan 2027 · 1 more
Eastern Caribbean Cruise: Barbados, Saint Lucia & British Virgin IslandsCaribbean

Azamara

7 nights: San Juan, the Caribbean

Aboard Azamara Journey

Bridgetown → San Juan

↓ $658 this monthRare itinerary

from$1,069pp · cruise fare≈ $153/night pp

Fares checked nightly

Nov 2026Next 14 Nov 2026
10-Day Caribbean from Orlando (Port Canaveral) : Great Stirrup & Dominican RepublicCaribbean

Norwegian Cruise Line

10 nights: San Juan, the Caribbean

Aboard Norwegian Epic

Round-trip from Port Canaveral

↓ $849 this monthPast Guest Offer

from$1,089pp · cruise fare≈ $109/night pp

Fares checked nightly

Dec 2027Next 10 Dec 2027
11-Day Caribbean Round-trip Philadelphia: Bermuda & Dominican RepublicCaribbean

Norwegian Cruise Line

11 nights: San Juan, the Caribbean

Aboard Norwegian Pearl

Round-trip from Philadelphia

↓ $899 this monthRisk-free Cancellation

from$1,249pp · cruise fare≈ $114/night pp

Fares checked nightly

Mar 2027Next 28 Mar 2027
12-Day Caribbean Round-trip Miami: Curacao, Aruba & Dominican RepublicCaribbean

Norwegian Cruise Line

The Caribbean loop

Aboard Norwegian Jewel

Round-trip from Miami

↓ $1,249 this monthUnlimited Open Bar

from$1,599pp · cruise fare≈ $133/night pp

Fares checked nightly

Dec 2026Next 23 Dec 2026
Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, BarcelonaWorld Cruise

MSC Cruises

13 nights: Barcelona

Aboard MSC World Europa

Pointe-à-Pitre → Barcelona

Rare itinerary
Apr 2027Next 11 Apr 2027
Roundtrip Fort LauderdaleAmericas

Crystal

The South America loop

Aboard Crystal Serenity

Round-trip from Fort Lauderdale

Overnight in ManausRare itinerary

from$12,400pp · cruise fare≈ $496/night pp

Fares checked nightly

Jan 2028Next 18 Jan 2028
7-Day Caribbean Round-Trip San Juan: Barbados & St. ThomasCaribbean

Norwegian Cruise Line

7 nights: San Juan, the Caribbean

Aboard Norwegian Prima

Round-trip from San Juan

↓ $669 this monthUnlimited Open Bar

from$839pp · cruise fare≈ $120/night pp

Fares checked nightly

Sails every two weeks, Nov 2026 – Jan 2027
La Romana, La RomanaCaribbean

MSC Cruises

The Caribbean loop

Aboard MSC Opera

Round-trip from La Romana

Sails weekly, Apr 2027 – May 2027
12-Day Caribbean Round-trip Jacksonville: San Juan & Dominican RepublicCaribbean

Norwegian Cruise Line

12 nights: San Juan, the Caribbean

Aboard Norwegian Dawn

Round-trip from Jacksonville

↓ $989 this monthRisk-free Cancellation

from$1,299pp · cruise fare≈ $108/night pp

Fares checked nightly

Jan 2028Next 2 Jan 2028
Roundtrip Fort LauderdaleCaribbean

Crystal

9 nights: San Juan, the Caribbean

Aboard Crystal Symphony

Round-trip from Fort Lauderdale

Rare itinerary

from$3,900pp · cruise fare≈ $433/night pp

Fares checked nightly

Nov 2026 – Dec 2027Next 24 Nov 2026 · 1 more
Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San JuanCaribbean

Azamara

9 nights: San Juan, the Caribbean

Aboard Azamara Quest

New York → San Juan

Overnight in HamiltonRare itinerary

from$2,019pp · cruise fare≈ $224/night pp

Fares checked nightly

Oct 2027Next 28 Oct 2027
United States, Mexico, Costa Rica, Panama, Dominican Republic, Virgin Islands (British), Netherlands Antilles, Spain, Italy, FranceWorld Cruise

MSC Cruises

30 nights: Naples & Civitavecchia

Aboard MSC Magnifica

Los Angeles → Marseille

Rare itinerary
Apr 2027Next 7 Apr 2027
Southern Caribbean Cruise: St.barts, Antigua & TortolaCaribbean

Azamara

9 nights: San Juan, the Caribbean

Aboard Azamara Journey

San Juan → Miami

↓ $501 this monthRare itinerary

from$1,569pp · cruise fare≈ $174/night pp

Fares checked nightly

Jan 2027Next 5 Jan 2027
11-Day Caribbean: Round-Trip Philadelphia: Dominican Republic & St. ThomasCaribbean

Norwegian Cruise Line

11 nights: San Juan, the Caribbean

Aboard Norwegian Pearl

Round-trip from Philadelphia

↓ $1,029 this monthUnlimited Open Bar

from$1,319pp · cruise fare≈ $120/night pp

Fares checked nightly

Dec 2026Next 23 Dec 2026
Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, Barcelona, MarseilleWorld Cruise

MSC Cruises

14 nights: Barcelona & Marseille

Aboard MSC World Europa

Pointe-à-Pitre → Marseille

Rare itinerary
Apr 2027Next 11 Apr 2027
7-Day Caribbean Round-Trip San Juan: St. Thomas & TortolaCaribbean

Norwegian Cruise Line

7 nights: San Juan, the Caribbean

Aboard Norwegian Prima

Round-trip from San Juan

↓ $679 this monthKids Sail Free

from$839pp · cruise fare≈ $120/night pp

Fares checked nightly

Dec 2026 – Mar 2027Next 20 Dec 2026 · 4 more
Fort de France, Fort de FranceCaribbean

MSC Cruises

The Caribbean loop

Aboard MSC Opera

Round-trip from Fort-de-France

Sails every two weeks, Nov 2026 – Jan 2027
Fort Lauderdale to San JuanAmericas

Crystal

10 nights: San Juan, South America

Aboard Crystal Symphony

Fort Lauderdale → San Juan

Rare itinerary

from$4,700pp · cruise fare≈ $470/night pp

Fares checked nightly

Dec 2026Next 3 Dec 2026
Caribbean Combination Cruise: Dominica, Bequia & GrenadaCaribbean

Azamara

15 nights: San Juan, the Caribbean

Aboard Azamara Quest

Round-trip from Bridgetown

Rare itinerary

from$4,089pp · cruise fare≈ $273/night pp

Fares checked nightly

Dec 2027Next 12 Dec 2027
Australia, ItalyWorld Cruise

MSC Cruises

50 nights: Honolulu & Naples

Aboard MSC Magnifica

Sydney → Civitavecchia

Rare itinerary
Mar 2027Next 16 Mar 2027
Caribbean Combination Cruise: Barbados, St. Lucia & St. KittsCaribbean

Azamara

14 nights: San Juan, the Caribbean

Aboard Azamara Journey

Round-trip from Bridgetown

Rare itinerary
Nov 2026Next 14 Nov 2026
Fort de France, Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, BarcelonaWorld Cruise

MSC Cruises

14 nights: Barcelona

Aboard MSC World Europa

Fort-de-France → Barcelona

Rare itinerary
Apr 2027Next 10 Apr 2027
Caribbean: Tortola & St. ThomasCaribbean

Norwegian Cruise Line

7 nights: San Juan, the Caribbean

Aboard Norwegian Prima

San Juan → New York

↓ $699 this monthRisk-free Cancellation

from$899pp · cruise fare≈ $128/night pp

Fares checked nightly

Apr 2028Next 22 Apr 2028
Bridgetown, Fort de France, St John s, Road Town, La RomanaCaribbean

MSC Cruises

4 nights in the Caribbean

Aboard MSC Opera

Bridgetown → La Romana

Rare itinerary
Mar 2027Next 11 Mar 2027
Fort Lauderdale to CartagenaCaribbean

Crystal

10 nights: Cozumel & San Juan, the Caribbean

Aboard Crystal Symphony

Round-trip from Fort Lauderdale

Overnight in CartagenaRare itinerary

from$5,200pp · cruise fare≈ $520/night pp

Fares checked nightly

Nov 2027Next 22 Nov 2027
Caribbean Combination Cruise: Antigua, Grenada & Saint LuciaCaribbean

Azamara

15 nights: San Juan, the Caribbean

Aboard Azamara Quest

Round-trip from San Juan

Rare itinerary

from$4,319pp · cruise fare≈ $288/night pp

Fares checked nightly

Nov 2027Next 6 Nov 2027
Australia, FranceWorld Cruise

MSC Cruises

52 nights: Honolulu & Naples

Aboard MSC Magnifica

Sydney → Marseille

Rare itinerary
Mar 2027Next 16 Mar 2027
Caribbean Combination Cruise: San Juan, St. Lucia & St. KittsCaribbean

Azamara

14 nights: San Juan, the Caribbean

Aboard Azamara Journey

Round-trip from San Juan

Rare itinerary
Nov 2026Next 7 Nov 2026
Fort de France, Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, Barcelona, MarseilleWorld Cruise

MSC Cruises

15 nights: Barcelona & Marseille

Aboard MSC World Europa

Fort-de-France → Marseille

Rare itinerary
Apr 2027Next 10 Apr 2027
10-day Caribbean from New York to San Juan: Bermuda & BarbadosCaribbean

Norwegian Cruise Line

10 nights: San Juan, the Caribbean

Aboard Norwegian Prima

New York → San Juan

↓ $1,479 this monthRisk-free Cancellation

from$1,739pp · cruise fare≈ $174/night pp

Fares checked nightly

Nov 2027Next 3 Nov 2027
Bridgetown, Fort de France, Pointe-a-Pitre, Road Town, La RomanaCaribbean

MSC Cruises

4 nights in the Caribbean

Aboard MSC Opera

Bridgetown → La Romana

Rare itinerary
Nov 2027Next 11 Nov 2027
Roundtrip Fort LauderdaleCaribbean

Crystal

12 nights: San Juan, the Caribbean

Aboard Crystal Symphony

Round-trip from Fort Lauderdale

Rare itinerary

from$5,200pp · cruise fare≈ $433/night pp

Fares checked nightly

Mar 2027Next 8 Mar 2027
Bermuda & Caribbean Combination Cruise: Sint Maarten, Antigua & TobagoCaribbean

Azamara

17 nights: San Juan, the Caribbean

Aboard Azamara Quest

New York → Bridgetown

Overnight in HamiltonRare itinerary

from$4,129pp · cruise fare≈ $243/night pp

Fares checked nightly

Oct 2027Next 28 Oct 2027
Australia, FranceWorld Cruise

MSC Cruises

53 nights: Honolulu & Naples

Aboard MSC Magnifica

Sydney → Tarragona

Rare itinerary
Mar 2027Next 16 Mar 2027
Caribbean Combination Cruise: Barbados, Aruba & St. BartsCaribbean

Azamara

17 nights: San Juan, the Caribbean

Aboard Azamara Journey

Bridgetown → Miami

Rare itinerary

from$5,419pp · cruise fare≈ $319/night pp

Fares checked nightly

Dec 2026Next 28 Dec 2026
Fort de France, Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, Barcelona, Marseille, GenoaWorld Cruise

MSC Cruises

16 nights: Barcelona & Marseille

Aboard MSC World Europa

Fort-de-France → Genoa

Rare itinerary
Apr 2027Next 10 Apr 2027
Roundtrip Fort LauderdaleCaribbean

Crystal

14 nights: San Juan, the Caribbean

Aboard Crystal Symphony

Round-trip from Fort Lauderdale

Rare itinerary

from$6,700pp · cruise fare≈ $479/night pp

Fares checked nightly

Dec 2027Next 28 Dec 2027
Bermuda & Caribbean Combination Cruise: Tortola, Barbados & Saint KittsCaribbean

Azamara

24 nights: San Juan, the Caribbean

Aboard Azamara Quest

New York → San Juan

Overnight in HamiltonRare itinerary

from$6,129pp · cruise fare≈ $255/night pp

Fares checked nightly

Oct 2027Next 28 Oct 2027
Chile, FranceWorld Cruise

MSC Cruises

86 nights: Honolulu & Naples

Aboard MSC Magnifica

Valparaiso → Marseille

Overnight in PapeeteRare itinerary
Feb 2027Next 10 Feb 2027
Pointe-a-Pitre, Philipsburg, Road Town, St John s, Santa Cruz de Tenerife, Barcelona, Marseille, Genoa, La Spezia, CivitavecchiaWorld Cruise

MSC Cruises

17 nights: Barcelona & Civitavecchia

Aboard MSC World Europa

Pointe-à-Pitre → Civitavecchia

Rare itinerary
Apr 2027Next 11 Apr 2027

Frequently asked

How many cruises to Road Town does NestCruise have?
61 live sailings, 7 to 77 nights. A NestCruise advisor narrows them to the one that fits.
Which cruise lines visit Road Town?
MSC Cruises, Azamara, Norwegian Cruise Line and Crystal, among others.
How long are cruises to Road Town?
Most run 7 to 77 nights.
How much do cruises to Road Town cost?
NestCruise doesn't publish fares — it's a quote-only concierge. Share your dates and party size and an advisor prices your exact sailing at no cost.