Portugal Cruise from Lisbon to San Juan — 15 Days

14 nights · Portugal · Departs Lisbon (Portugal) · Visiting Funchal, Santa Cruz de la Palma, Santa Cruz de Tenerife, Mindelo, Gustavia St Barths, San Juan · Aboard Silversea Cruises on the Silver Dawn

Silversea Cruises logo
Cruise lineSilversea Cruises
ShipSilver Dawn
Duration14 nights
Port calls7
Departures1 sailings
From fare$8,100 per person
Year built2021
Guests691
Cabins288
Crew408
Length213 m
Beam26 m
Cruising speed20.0 kn
  1. Day 1

    Lisbon, Portugal

    Lisbon is a city best approached with time and comfortable shoes. Its seven hills rise above the Tagus, linking tiled lanes, grand squares and viewpoints with wide river views. In Alfama, narrow streets preserve the feel of old Lisbon. In Belém, the Jerónimos Monastery and Tower recall Portugal’s age of discovery. Pause for coffee and a warm pastel de nata between sights.

  2. Day 3

    Funchal, Portugal

    Funchal sits in a broad, sunlit amphitheatre above Madeira’s deep Atlantic harbour. Its compact centre rewards exploration, from the Old Town’s painted doors to the cathedral’s carved cedar ceiling. Ride the cable car uphill to Monte for sweeping views, then descend through gardens or by traditional wicker toboggan. Madeira’s wines and market produce offer a taste of the island before your ship sails.

  3. Day 4

    Santa Cruz de la Palma, Spain

    Santa Cruz de la Palma is a small island capital with an outsized sense of history. Founded in 1493, it grew into an important Atlantic port, and its old quarter still bears that maritime confidence. Walk Calle Real for handsome colonial façades, then look for carved wooden balconies along Avenida Marítima. Beyond town, La Palma’s steep green interior leads to the dramatic Caldera de Taburiente National Park.

  4. Day 5

    Santa Cruz de Tenerife, Spain

    Santa Cruz de Tenerife is more than an island gateway. This Atlantic capital rewards a closer look. Browse the stalls at Mercado de Nuestra Señora de África, then follow the old streets towards Plaza de España. Its broad avenues, shaded plazas and market cafés make wandering pleasantly straightforward. Modern landmarks include the sculptural Auditorio de Tenerife, while palm-lined parks offer a welcome pause. Mount Teide rises inland; the golden sands of Las Teresitas lie within reach.

  5. Day 8

    Mindelo

    Mindelo brings Cape Verde’s Atlantic character into sharp focus: a working harbour, Portuguese-era façades and a distinctive Creole culture. The waterfront faces sheltered Porto Grande, while cafés and music venues give the town a sociable rhythm. Explore Praça Nova and the Centro Nacional de Artesanato e Design, where local craft traditions are on display. For a wider view, drive up Monte Verde, São Vicente’s highest point, on a clear day.

  6. Day 14

    Gustavia St Barths, France

    Gustavia makes a polished first impression, but its appeal is more than designer boutiques and superyachts. Swedish rule left its mark in the town’s name and the ruins of Fort Gustav above the harbor. From the waterfront, cafés, galleries and shops sit within easy walking distance, while Shell Beach lies just beyond the center. Come ashore for French-Caribbean style, with history close at hand.

  7. Day 15

    San Juan

    San Juan puts a remarkable piece of Caribbean history within easy reach of your ship. Founded in 1521, Old San Juan is a compact district of blue cobbles, pastel façades and Spanish colonial landmarks. Walk its steep lanes to El Morro, the 16th-century fortress that guards the harbor. From its ramparts, the Atlantic comes into view. Beyond the old walls, cafés, galleries and contemporary restaurants show a city still shaped by its maritime past.

Silver Dawn Cruises

Published August 27, 2026
Last updated October 3, 2026
Author: J. Richard


Cruise Disclosure

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