The Caribbean II
Jan 20th, 2026 – Feb 1st, 2026
13 days · 12 nights
Wander Expeditions
5+ years group traveling
This 2026, for one time only, we'll be exploring for two weeks the most off the grid countries in the Caribbean! This Expedition is the best way to visit these 8 countries: St Kitts, St Vincent, Antigua, Dominica, St Lucia, Grenada, Barbados and Trinidad & Tobago and will aim to vist some of the most remote regions like Sint Marteen, Bequia,Tobago and Barbuda. Using the most efficient flight schedule to maximize time in each island, during the most ideal season and together with the best travel family you could hope for to share this Caribbean adventure.
Join us for an adventure of a lifetime as we explore the hidden gems, pristine beaches and rich culture of this tropical paradise.
Itinerary
Day 1: Saint Kitts and Nevis
- We will start in the beautiful island of Saint Kitts. After checking into your hotel, take some time to explore the vibrant capital city, Basseterre. Welcome Dinner and enjoy a leisurely dinner at a seaside restaurant as you watch the sunset over the Caribbean Sea.
Day 2: Saint Kitts - Sint Maarten - Antigua
- Our day starts with a morning flight to St. Maarten*. We take a brief tour of the island, known for its lively atmosphere and the famous plane-landing beach. In the afternoon, we catch a flight to Antigua. *(The visit to Sint Maarten is subject to flight connections).
Day 3: Antigua and Barbuda
- We will take a day trip to the stunning island of Barbuda. Known for its pink sand beaches. Barbuda offers a tranquil escape from the hustle and bustle. Spend the day relaxing on the beach or snorkeling in the clear waters, and exploring the natural beauty of the island. Return to Antigua in the evening.
Day 4: Antigua to Dominica
- We will visit Antigua in the morning and then we fly to Dominica in the afternoon and prepare to explore one of the Caribbean's most untouched islands.
Day 5: Dominica
- We will take a trip to the famous Waterfalls in the island and visit Morne Trois Pitons National Park, a UNESCO World Heritage Site. If you're up for the challenge, you can also hike to the world-famous Boiling Lake.
Day 6: Dominica to Saint Lucia
- Today, we fly to Saint Lucia in the morning and spend the day exploring the island: Pigeon Island National Park for some history and breathtaking views. And we end the day with a sunset beach visit.
Day 7: Saint Lucia to Barbados
- Catch a afternoon flight to Barbados and begin your exploration of this lively island where we will discover the charm of Bridgetown.
Day 8: Barbados
- We will enjoy a full day in Barbados, starting with some relaxation on its beautiful beaches and we will visit some of the island landmarks.
Day 9: Barbados to Saint Vincent
- In the morning, we will visit any landmarks missed on previous days in Barbados. Then, in the afternoon, we will take a flight to Saint Vincent. If there is time, we can take a stroll through the capital, Kingstown.
Day 10: Saint Vincent to Grenada
- If the weather is in our favor, we will take a boat or ferry to Bequia to explore this island, which is part of the Grenadines. Then, after an evening flight to Grenada, we will begin our adventure on the "Spice Isle."
Day 11: Grenada
- We will spend the day discovering Grenada's unique attractions, exploring the colorful capital, St. George's, and learn about the island's history at Fort George.
Day 12: Grenada to Tobago
- Early flight to Trinidad in the morning, followed by a short flight to Tobago. Upon arrival, explore the charming town of Scarborough and relax. Enjoy the evening with some local music and cuisine.
Day 13: Trinidad and Tobago
- The expedition ends after breakfast with a flight return to Trinidad (Port of Spain) and you can stay longer in Trinidad or If you are interested in visiting the Guianas in South America, please let us know as we will work on an Add-On for Guiana and Suriname.
Disclaimer: While Wander Expeditions prioritizes visiting every listed Caribbean country, please note that flexibility is necessary due to factors like Force Majeure, weather, or flight cancellations. You must be prepared to accept this flexibility and acknowledge that we cannot be held responsible for delays and alterations in the schedule, or for expenses incurred as a result of any such circumstances.
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Experience unforgettable group trips with Wander Expeditions! Discover unique destinations while forming lasting connections. Our curated travel families ensure a fun, flexible, and fearless adventure for all.
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