Have questions? We're here.

All Philipsburg Luxury Small Ship Cruises

Travel made your way
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Filter (4 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Philipsburg
Stroll along the white sandy beaches of St. Barth's
$9,265
EXPLORE

Caribbean: Round-trip Philipsburg

15 Day Itinerary aboard Sea Cloud
  • See St Barths' luxurious lifestyle
  • Visit beautiful islands
  • Discover The Baths at Virgin Gorda
  • Observe incredible sunsets
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Fall in love with the region's sun, sand, and culture. Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg …
Cruise Details
0
Unspoiled beaches and pristine coves in the Caribbean
$11,635
EXPLORE

Transatlantic: Las Palmas to St Maarten

18 Day Itinerary aboard Sea Cloud
  • Enjoy a full sailing experience
  • Follow Columbus’s course
  • Sit back and relax on deck
  • Obeserve magnificent sunsets
Starts/ Ends in:
Las Palmas / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Crossing the Atlantic in a traditional tall ship is an experience that leaves a lasting impression. For 18 days your exact course is determined only by the elements. When the crew sets the sails at dizzying heights, and the wind is caught in the sailcloth and the ropes creak as they are stretched …
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
$2,750
EXPLORE

Transatlantic:St. Maarten to Malaga

21 Day Itinerary aboard Star Flyer
  • Set sail from St. Maarten
  • Enjoy the expansive Atlantic Ocean
  • Cruise across the Caribbean
  • Visit Malaga's landmarks
Starts/ Ends in:
Philipsburg / Malaga
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Cross the pond in style and spend your days relaxing onboard, take in the scenery, and choose an itinerary that stops off at ports you never dreamed of visiting before.Enjoy a full offshore sailing experience, from the Old to the New World. The scent of adventure still hangs in the air and much of …
Cruise Details
0
Relax on the beaches of St. Maarten
$10,995
EXPLORE

Transatlantic: Praia - Philipsburg

16 Day Itinerary aboard Sea Cloud II
  • Visit endless field of sugarcane
  • Explore the island of Praia
  • Cross the Atlantic ocean
Starts/ Ends in:
Praia / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Sail around the Atlantic ocean as Sea Cloud II sail from the island on the Southwest coast Praia to Philipsburg, St Maarten. enjoying the beautiful beaches and exploring different shops and restaurants in the neighborhood.
Cruise Details
0
1-4 of 4 Results

Caribbean Travel Guide

Favorite Caribbean Tours & Cruises

Top Philipsburg Travel Destinations

Philipsburg Trips by Duration

More Reasons

Why Travel With Adventure Life

All News

Recognized By