EXPLORA III — 14-Night Caribbean Cruise from San Juan (Puerto Rico)

Cruise itinerary

14-Night Caribbean Cruise from San Juan (Puerto Rico)

14 nights · Caribbean · 11 ports of call

14-night Caribbean cruise aboard EXPLORA III, departing San Juan (Puerto Rico) and calling at Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata and At Sea and 4 more.

Free advisor
No booking fees
10,000+ sailings

Narrow your sailing dates See the day-by-day

At a glance

Ship: EXPLORA III
Cruise line: Explora Journeys
Duration: 14 nights
Region: Caribbean · Americas · South America
Departs: San Juan (Puerto Rico)
Returns: San Juan (Puerto Rico)

How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact EXPLORA III sailing, typically within 24 hours.

Where this voyage takes you

Voyage route — calls shown in order; map is schematic.

Day-by-day itinerary

Day
1
- San Juan (Puerto Rico)
  Depart 17:00
  The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
  - Old San Juan
  - El Morro fort
  - Condado beaches
Day
2
- Road Bay
  Arrive 09:00 · Depart 19:00
Day
3
- Saint John's
  Arrive 09:00 · Depart 19:00
  The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
  - Nelson's Dockyard
  - Dickenson Bay
  - Shirley Heights
Day
4
- Frederiksted, Saint Croix
  Arrive 08:00 · Depart 16:00
Day
5
- Isla Catalana
  Arrive 08:00 · Depart 17:00
Day
6
- Puerto Plata
  Arrive 09:00 · Depart 17:00
  A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
  - Mount Isabel cable car
  - Amber Museum
  - Victorian houses
Day
7
- At Sea
Day
8
- Miami, Florida
  Arrive 08:00 · Depart 17:00
  The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
  - South Beach
  - Little Havana
  - Wynwood murals
Day
9
- At Sea
Day
10
- At Sea
Day
11
- Cruz Bay, Saint John
  Arrive 08:00 · Depart 17:00
Day
12
- Saint John's
  Arrive 09:00 · Depart 19:00
  The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
  - Nelson's Dockyard
  - Dickenson Bay
  - Shirley Heights
Day
13
- Terre-de-Haut
  Arrive 09:00 · Depart 18:00
Day
14
- Philipsburg
  Arrive 08:00 · Depart 18:00
  The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
  - Great Bay Beach
  - Front Street duty-free
  - Maho Beach plane-spotting
Day
15
- San Juan (Puerto Rico)
  Arrive 08:00
  The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
  - Old San Juan
  - El Morro fort
  - Condado beaches

Upcoming departures

15 Nov 2026

Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.

14-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ

Which ports does this cruise visit?

This 14-night Caribbean cruise calls at San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata, At Sea, Miami, Florida, Cruz Bay, Saint John, Terre-de-Haut and Philipsburg.

How many days are spent at sea?

3 days are spent at sea; the rest are in port.

Where does this cruise depart from?

It is a round-trip sailing from San Juan (Puerto Rico).

How long is this cruise?

14 nights aboard EXPLORA III.

When does this itinerary sail?

Upcoming departures include 15 Nov 2026. A NestCruise advisor can confirm current availability.

settle in, sail beyond.

Narrow your EXPLORA III sailing

Tell us your group and timing — your advisor narrows the cabins and dates that fit and confirms a live fare. No booking fees.

About: EXPLORA III — 14-Night Caribbean Cruise from San Juan (Puerto Rico)

Your name *Email *

Phone *

Preferred contact

Preferred departure (optional)

Who’s travelling

Adults

18+

Children

2–17 years

Infants

6–23 months

Occasion (optional)Budget (optional)

Anything else? (optional)

Savings opportunities

Optional — tell your advisor what applies and they’ll find every discount you qualify for.

Country of residenceState

Active, reserve, retired, or veteran militaryI'm a Explora Journeys past-guest member

NestCruise

By checking this box, you agree to receive recurring informational and customer-care text messages from NestCruise at the mobile number you provide — quote updates, booking confirmations, payment reminders, itinerary and document reminders, travel-day service notices, and support replies. Message frequency varies. Message and data rates may apply. Reply STOP to opt out, HELP for help.

By checking this box, I accept the NestCruise Terms of Service and Privacy Policy.

Consent is not a condition of purchase. See our SMS Terms.

No booking fees. Your details are used only to prepare your quote.