Have questions? We're here.
Relax on the beaches of the Caribbean

Leeward Islands Trips in January, 2021

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 (12 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Leeward Islands
Pink beach huts in the Caribbean
$2,340
Savings
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
0
Beautiful beach in Dominica
$2,240
Savings
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest
$2,240
Savings
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
0
Dock going out into the crystal blue ocean
$2,800
EXPLORE

Grenada Round Trip

14 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. This fabulous 14-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
0
St George's Harbor - Grenada
$1,599
EXPLORE

Grenada Round Trip

7 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Starts/ Ends in:
Grenada / Grenada
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail through turquoise waters, watch for marine life, and relax on white sand beaches as you escape to these remote islands. This fabulous 7-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
0
Caribbean beach bar
$5,595
EXPLORE

Caribbean: Round-trip Bridgetown via Bequia

8 Day Itinerary aboard Sea Cloud
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 8-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Tobago Cays, Soufriere, Cabrits, and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall …
Cruise Details
0
Clear water in the bay
$4,300
Savings
EXPLORE

Jewels of the Caribbean

9 Day Itinerary aboard Le Champlain
  • Visit Brimstone Hill Fortress
  • Explore stunning white-sand beaches
  • Discover Dominica Island
  • Swim across the Caribbean waters
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail toSt. Kitts, a volcanic island with fine sandy beaches and rich colonial heritage. DiscoverSaint-Martin, a small cosmopolitan island that is half-French, half-Dutch. Further west, between the Lesser Antilles and the Greater Antilles,the British Virgin Islandswill offer you idyllic …
Cruise Details
0
Bright blue waters of the Caribbean
$2,160
Savings
EXPLORE

Grenadines

8 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Take in Grenada's unique aromas
  • Snorkel in Tobago Cays
  • Admire Bequia's waterfront
Activities:
Sailing Schooner, Snorkeling
Activity Level:
Relaxed
Experience tropical life with a refined twist on this incredible 8-day cruise aboard the tall ship Royal Clipper. Lush mountains, rain forests, volcanic crater lakes, mangroves, beautiful beaches, and delicate coral reefs are hallmarks of this coveted destination. Enjoy a wonderful journey of …
Cruise Details
0
Relax on the beaches of the Caribbean
$7,275
EXPLORE

Caribbean: Round-trip Philipsburg

11 Day Itinerary aboard Sea Cloud
  • Snorkel the British Virgin Islands
  • See luxurious St. Barths
  • Watch stunning sunsets
  • Explore charming Soufriere
Starts/ Ends in:
Philipsburg / Gustavia
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 11-day round-trip cruise from Philipsburg in St. Maarten. As you sail, visit the charming port cities and remote coves of Gustavia, Virgin Gorda and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. …
Cruise Details
0
Enjoy the beautiful blue Caribbean
$6,785
EXPLORE

Philipsburg to Bridgetown

9 Day Itinerary aboard Sea Cloud
  • Enjoy the ÎIes des Saintes
  • Watch incredible sunsets
  • Visit Cabrits National Park
  • Discover Antigua
Starts/ Ends in:
Philipsburg / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 9-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Cabrits, Gustavia, Antigua and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. Fall in love …
Cruise Details
0
An old lighthouse on Curacao
$4,040
EXPLORE

Between Panama & Martinique

10 Day Itinerary aboard Le Champlain
  • Discover the volcanic Pitons
  • Visit Cartagena de Indias
  • View the San Blas Islands
  • Encounter the Kuna Indians
Starts/ Ends in:
Colon / Fort de France
Activities:
Kayaking, Small Ship Cruise, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level:
Relaxed
First, succumb to the charms of the clear waters of Panama and the San Blas archipelago, composed of more than 300 islands and cays. Here, surrounded by palm trees and dugout canoes, discoverthe island of Holandes Cay, where the Kuna people live. The cities ofCartagenain Colombia andWillemstadonthe …
Cruise Details
0
The Pitons in St Lucia
$3,960
EXPLORE

Pearls of the Caribbean 2021

9 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 9-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
0
1-12 of 12 Results

Caribbean Travel Guide

Favorite Caribbean Tours & Cruises

Top Leeward Islands Travel Destinations

Leeward Islands Trips by Departure Date

Leeward Islands Trips by Duration

Why Travel With Adventure Life

More Reasons

Recognized By

All News