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Explora III alongside a long quay, seen side-on, with a dark blue hull and a black-and-white funnel

Explora III / Explora Journeys

14-Night Eastern Caribbean from Miami on Explora III

Nights
14
Ports of call
9
Departures
5
From
$9,310

Explora III sails this route from PortMiami 5 times in the window we track. Each one runs 14 nights.

Every sailing calls at St. John (U.S. Virgin Islands), Iles des Saintes (Guadeloupe), San Juan (Puerto Rico), Basseterre (St. Kitts), and Gustavia (St. Barts). The other ports change with the date: there are 5 port combinations, each listed below with its own departure dates. We record which ports a sailing visits, not the order it visits them in.

Departures run from Sun, Nov 22, 2026 to Mon, Mar 29, 2027. The cheapest recorded starting fare is $9,310 per person, which works out at $665 a night.

Our Caribbean cruise guide covers how the Western, Eastern and Southern routes from Miami differ.

Schedule last updated · 5 departures listed · Dates can change. Verify with the cruise line before booking.

Which ports, on which dates?

Via Philipsburg and Tortola

Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Philipsburg (St. Maarten) · San Juan (Puerto Rico) · Tortola (British Virgin Islands) · Basseterre (St. Kitts) · Gustavia (St. Barts) · Grand Turk (Turks and Caicos)

1 departure, from $14,850 per person

  • Sun, Nov 22, 2026

Via Road Bay

Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Gustavia (St. Barts) · San Juan (Puerto Rico) · Road Bay (Anguilla) · St. John's (Antigua) · Basseterre (St. Kitts) · Grand Turk (Turks and Caicos)

1 departure, from $11,900 per person

  • Sun, Dec 6, 2026

Via Puerto Plata

Calls at Philipsburg (St. Maarten) · Gustavia (St. Barts) · Basseterre (St. Kitts) · St. John (U.S. Virgin Islands) · San Juan (Puerto Rico) · St. Thomas (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Puerto Plata (Dominican Republic)

1 departure, from $9,310 per person

  • Fri, Feb 5, 2027

Via St. Thomas and Grand Turk

Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · St. Thomas (U.S. Virgin Islands) · San Juan (Puerto Rico) · Philipsburg (St. Maarten) · Gustavia (St. Barts) · Basseterre (St. Kitts) · Grand Turk (Turks and Caicos)

1 departure, from $13,050 per person

  • Sun, Feb 28, 2027

Via Little Bay

Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Tortola (British Virgin Islands) · San Juan (Puerto Rico) · Gustavia (St. Barts) · Little Bay (Montserrat) · Basseterre (St. Kitts) · Key West (Florida)

1 departure, from $12,670 per person

  • Mon, Mar 29, 2027

Every departure on this route

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  • NOV
    22

    Sunday · 14 nights

    14-Night Eastern Caribbean

    Leaves from Terminal C

    Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Philipsburg (St. Maarten) · San Juan (Puerto Rico) · Tortola (British Virgin Islands) · Basseterre (St. Kitts) · Gustavia (St. Barts) · Grand Turk (Turks and Caicos)

  • DEC
    6

    Sunday · 14 nights

    14-Night Eastern Caribbean

    Leaves from Terminal AA

    Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Gustavia (St. Barts) · San Juan (Puerto Rico) · Road Bay (Anguilla) · St. John's (Antigua) · Basseterre (St. Kitts) · Grand Turk (Turks and Caicos)

  • FEB
    5

    Friday · 14 nights

    14-Night Eastern Caribbean

    Calls at Philipsburg (St. Maarten) · Gustavia (St. Barts) · Basseterre (St. Kitts) · St. John (U.S. Virgin Islands) · San Juan (Puerto Rico) · St. Thomas (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Puerto Plata (Dominican Republic)

    Returns Fri, Feb 19, 2027

    Lowest fare shown

  • FEB
    28

    Sunday · 14 nights

    14-Night Eastern Caribbean

    Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · St. Thomas (U.S. Virgin Islands) · San Juan (Puerto Rico) · Philipsburg (St. Maarten) · Gustavia (St. Barts) · Basseterre (St. Kitts) · Grand Turk (Turks and Caicos)

  • MAR
    29

    Monday · 14 nights

    14-Night Eastern Caribbean

    Calls at St. John (U.S. Virgin Islands) · St. John's (Antigua) · Iles des Saintes (Guadeloupe) · Tortola (British Virgin Islands) · San Juan (Puerto Rico) · Gustavia (St. Barts) · Little Bay (Montserrat) · Basseterre (St. Kitts) · Key West (Florida)

Months this route sails

Other routes Explora III runs

Full ship schedule

Starting fares per person, for the cheapest cabin listed, with taxes and port fees included, last updated . Fares change often, so check the current price before you book.

Same region, different ship

All Eastern Caribbean sailings

Explora III's 14-Night Eastern Caribbean cruise: questions

When does Explora III's 14-Night Eastern Caribbean cruise leave Miami?

Explora III's 14-Night Eastern Caribbean cruise has 5 departures from Miami between November 2026 and March 2027. Most leave on a Sunday, 3 of the 5.

Which ports does Explora III's 14-Night Eastern Caribbean cruise from Miami call at?

Every departure calls at St. John, Iles des Saintes, San Juan, Basseterre, and Gustavia. Depending on the date it also calls at some of St. John's, Philipsburg, Grand Turk, Tortola, St. Thomas, Road Bay, Puerto Plata, Little Bay, and Key West, in 5 different combinations. The cards above list each combination with its dates.

How much does Explora III's 14-Night Eastern Caribbean cruise from Miami cost?

The lowest starting fare we recorded is $9,310 per person, for the cheapest cabin listed, with taxes and port fees included, on the 14-night sailing of Fri, Feb 5, 2027, about $665 a night. We checked it on November 14, 2026. Fares change daily, so check the current price before you book.