Have questions? We're here.
Vivid blue waters of the Caribbean

Top Windward Islands Trips & Tours in March 2025

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Discover Windward Islands in March 2025 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Bridgetown, Falmouth, Bequia, Soufriere, and Iles des Saintes during March 2025 as you enjoy cruises, snorkeling, small ship cruises, and small ship sailing. Prices for trips in March 2025 range from $1,640 to $31,340 for a vacation of 8 to 15 days. Choose any of the below 6 itineraries in March 2025 and customize it when you contact one of Adventure Life's expert Windward Islands trip planners.
Filter (6 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Windward Islands
White Sand Beach in Barbados
$1,700
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Variable
Join the Royal Clipper on this 8-day cruise through the Grenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts, Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day. From the horseshoe-shaped Carenage at St. …
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
$2,550
EXPLORE

Eastbound Atlantic Ocean Crossing

15 Day Itinerary aboard Royal Clipper
  • Explore the east coast of Barbados
  • Discover Santa Cruz
  • Experience Las Palmas
  • Visit Caldera de Bandama
Starts / Ends:
Bridgetown / Las Palmas
Activities:
Small Ship Cruises
Activity Level:
Variable
Join the Royal Clipper on a 15-day cruise departing from Bridgetown, Barbados. Experience the vibrant contrasts of this coastal town, with its red-sand beaches and lively streets. Explore the British-influenced heritage through landmarks like Trafalgar Square and discover traditions like cricket …
Cruise Details
0
Beautiful beach in Dominica
$8,200
EXPLORE

Gliding the Waters of the Windward Islands

Pointe-a-Pitre Roundtrip - 8 Day Itinerary aboard Le Ponant
  • Enjoy iconic pitons of Saint Lucia
  • Learn about Kalinago culture
  • Explore Tobago Cays' coral reefs
  • Relax on Marie-Galante's beaches
Starts / Ends:
Dominica / Anses d'Arlet
Activities:
Scuba Diving, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard Le Ponant. Explore the wild landscapes of Dominica and navigate the mangroves of the Indian River on a local boat, surrounded by green herons and pelicans. Meet the Kalinago people, who share their history and local cuisine, offering insight into their …
Cruise Details
0
Pink beach huts in the Caribbean
$1,700
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore beaches in Barbados
  • See lush island of St. Lucia
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
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
Relax on the beaches of St. Maarten
$1,640
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
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on an 8-day cruise aboard the Star Flyer. 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 unique region, …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$10,270
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulphur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Hiking, Kayaking, Snorkeling, Village Visits
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara, exploring the best of the Caribbean. Sail from Marigot, Saint Martin, to Anguilla, known for its stunning white-sand beaches and vibrant coral reefs. Continue to Gustavia in Saint Barthélemy, where French and Caribbean cultures …
Cruise Details
0
1-6 of 6 Results
TrustScore 4.9 | 357 reviews
TrustScore 4.9 of 5
total score
Based on 357 reviews on
review score
21 hours ago
Plans were described and booked with efficiency and speed. Adventure LIfe is outstanding in travel planning.
Laurel Hansen
review score
1 day ago
Angie was AMAZING in helping us plan our two week, multi-generational trip (for 12 people) to Japan. She really listened to what we wanted and helped plan every detail. One of the best travel specialists I've worked with. Thank you Angie!
Subha Chandran
review score
1 day ago
What make Adventure-Life great are the people. Plus the expertise that different people have for different areas of the world.
JoAnn H.
review score
4 days ago
Very helpful and took the time to explain everything to us.looking forward to going on our trip.
Allen Jolly
review score
1 week ago
Mary has kept in regular contact and prepared me for everything so far
Michael Sinner

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Windward Islands Travel Destinations

Windward Islands Trips by Departure Date

Top Experiences in Windward Islands

Windward Islands Trips by Duration

Windward Islands Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

Jason Maynard employee profile
Jason M
Plan My Trip
We love travel, talk with an expert 1.800.344.6118