- Overview
- Trip Outline
- Trip Includes
- Trip Excludes
- Gallery
- Booking
- FAQ
This 14-day island-hopping adventure will take you on a journey through the colourful world of this beautiful region, with its rich culture and delicious food. You'll experience the diverse accents and lovely people who make up this fantastic place. So don't forget your sunscreen and camera because this experience will blow you away!
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April - June (Shoulder Season) | September - November (Shoulder Season) |
---|---|
April 11 - April 24 | September 12 - September 25 |
April 18 - May 1 | September 19 - October 2 |
April 25 - May 8 | September 26 - October 9 |
May 2 - May 15 | October 3 - October 16 |
May 9 - May 22 | October 10 - October 23 |
May 16 - May 29 | October 17 - October 30 |
May 23 - June 5 | October 24 - November 6 |
May 30 - June 12 | October 31 - November 13 |
June 6 - June 19 | November 7 - November 20 |
June 13 - June 26 | November 14 - November 27 |
June 20 - July 3 | November 21 - December 4 |
June 27 - July 10 | November 28 - December 11 |
Why These Dates Are the Best Times to Visit
The April to June and September to November periods fall within the Caribbean’s shoulder season—a time when you can enjoy the perfect balance of pleasant weather, fewer crowds, and better value. These dates have been carefully selected to give you an unforgettable experience without the challenges of peak-season travel.
April to June (Shoulder Season):
This period marks the end of the dry season in the Caribbean, offering sunny days, minimal rain, and warm waters perfect for snorkeling and beach days. With fewer tourists, you’ll have a more tranquil experience at iconic attractions like St. Lucia’s Pitons or Tobago’s Pigeon Point Heritage Park.
September to November (Shoulder Season):
During this time, the Caribbean enters its late summer season, with cooler breezes and occasional rains that keep the landscapes lush and vibrant. This is also a great time for budget-conscious travellers, as flights and accommodations are more affordable, and you’ll have fewer crowds at the region’s must-see spots.
Itineraries
Day 1: Friday
Arrive Bridgetown, Barbados
- Morning: Arrive at Bridgetown, Barbados. Transfer to your hotel upon arrival.
- Afternoon: Enjoy a Jolly Roger’s Cruise along the Caribbean’s blue waters. Relax with sunshine, rum punch, and reggae music.
- Evening: Head to Oistins Fish Fry for a lively dinner experience featuring local seafood and entertainment.
Meals: Dinner
Overnight Stay: 3* Hotel in Bridgetown
Day 2: Saturday
Full-Day Island Tour
- Morning: Explore top attractions, including:
- Barbados Museum
- Pelican Village
- St. John's Parish Church
- Welchman Hall Gully
- Harrison's Cave.
- Afternoon: Visit Gun Hill Signal Station and Flower Forest, enjoying stunning views and lush tropical surroundings.
Meals: Breakfast
Overnight Stay: Rostrevor Hotel or similar
Day 3: Sunday
Flight to Grenada & Island Tour
- Morning: Check out of your hotel and enjoy free time for relaxation or last-minute shopping.
- Afternoon: Transfer to the airport for your 6:15 PM flight to Grenada.
- Evening: Upon arrival in Grenada, transfer to your hotel.
Meals: Breakfast
Overnight Stay: Radisson Beach Resort Grand Anse or similar
Day 4: Monday
Full-Day Grenada Island Tour
- Morning: Start at Grand Anse Craft and Spice Market, then visit Grenada National Museum and Market Square in St. George's.
- Afternoon: Explore Grand Etang National Park, enjoy lunch, then visit Annandale Waterfalls and River Antoine Rum Distillery.
- Evening: Relax on the sandy shores of Grand Anse Beach.
Meals: Breakfast, Lunch
Overnight Stay: Radisson Beach Resort Grand Anse
Day 5: Tuesday
Flight to Trinidad and City Tour
- Morning: Take the 8:55 AM flight to Trinidad. Upon arrival, explore Port of Spain, including:
- Queen's Park Savannah and the Magnificent Seven.
- National Museum and Art Gallery.
- Afternoon: Visit the Royal Botanic Gardens and local markets. End the day at Woodford Square and the Red House.
Meals: Breakfast
Overnight Stay: 3* Hotel in Port of Spain
Day 6: Wednesday
Maracas Bay Adventure
- Morning: Drive to Maracas Bay via scenic mountain roads. Spend the day relaxing on golden sands or swimming in turquoise waters.
- Lunch: Try the famous Bake and Shark from beachside vendors.
- Afternoon: Optional hiking trails for panoramic views.
- Evening: Return to your hotel.
Meals: Breakfast
Overnight Stay: Kapok Hotel or similar
Day 7: Thursday
Flight to Tobago and Island Tour
A day to discover the heart of Tobago
Your day begins with an early morning pickup from your hotel in Port of Spain. You'll catch the 8:05 am flight to Tobago, arriving just 25 minutes later—enough time for a short, scenic journey to the island’s warm embrace.
Start your day at Crown Point
Once you land, your adventure begins with a tour of Crown Point, a lively area known for its welcoming energy and stunning beaches. It’s the perfect introduction to the relaxed and vibrant spirit of Tobago.
- Morning: Fly to Tobago at 8:05 AM. Begin with a tour of Crown Point, then head to Pigeon Point Heritage Park for a glass-bottom boat tour and snorkeling.
- Afternoon: Visit Fort King George and enjoy local cuisine for lunch.
- Evening: Transfer to your hotel and relax.
Meals: Breakfast, Dinner
Overnight Stay: Bacolet Beach Club or similar
8: Friday
Tobago West Coast, Depart for St Lucia
- Morning: Explore Castara Bay, Arnos Vale Nature Trail, or Mt. Irvine Bay.
- Afternoon: Transfer to the airport for your evening flight to St. Lucia.
- Evening: Arrive at Hewanorra International Airport (UVF). Transfer to Rodney Bay and settle into your hotel.
Meals: Breakfast
Overnight Stay: Bay Gardens Marina Haven Hotel
Day 9 : Saturday
Discovering the magic of St. Lucia
- Morning: Explore Soufrière, including:
- Sulfur Springs for a therapeutic mud bath.
- Tet Paul Nature Trail for stunning views of the Pitons.
- Afternoon: Visit Fond Doux Estate and Toraille Waterfall.
- Evening: Return to Rodney Bay to enjoy its nightlife and dining options.
Meals: Breakfast, Lunch
Overnight Stay: Bay Gardens Marina Haven Hotel
Day 10: Sunday
Day Trip to Dominica
- Morning: Take the Express des Îles ferry to Dominica (~2 hours). Explore:
- Emerald Pool or Trafalgar Falls for lush nature trails.
- Afternoon: Visit Morne Trois Pitons National Park and enjoy lunch in Roseau.
- Evening: Return to St. Lucia by ferry.
Meals: Breakfast, Lunch
Overnight Stay: Bay Gardens Marina Haven Hotel
Day 11: Monday
Antigua Arrival and City Tour
- Morning: Take a morning flight to Antigua. Check into your hotel.
- Afternoon: Visit:
- St. John's Cathedral
- Devil's Bridge
- Public market and cultural sites.
Meals: Breakfast, Lunch
Overnight Stay: 3* Hotel in Antigua
Day 12: Tuesday
Barbuda Day Trip & Evening transfer to Santo Domingo
- Morning: Take the ferry to Barbuda (~90 minutes). Explore:
- Pink Sand Beach: A serene spot for snorkeling and swimming.
- Frigate Bird Sanctuary: Witness one of the largest bird colonies in the Caribbean.
- Afternoon: Enjoy a freshly prepared seafood lunch before returning to Antigua.
Late Afternoon:
- Transfer to the airport for your 4:00 PM flight to Santo Domingo.
Evening: Arrive in Santo Domingo at 5:10 PM. Transfer to your hotel and settle in. Take a quiet evening to relax or explore nearby restaurants for dinner.
Meals: Breakfast
Overnight Stay: Hispaniola Hotel & Casino Santo Domingo
Day 13: Tuesday
Santo Domingo Exploration, Dominican Republic
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Morning: Explore the Colonial Zone, a UNESCO World Heritage Site:
- Cathedral of Santa Maria la Menor: The first cathedral in the Americas.
- Columbus Alcazar: A beautiful palace built for Diego Columbus.
- Atarazana Street: Stroll through this historic area filled with boutique shops and art galleries.
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Afternoon: Visit the Casas Reales Museum to learn about Santo Domingo’s colonial history. Optionally, explore the lush underground lakes at Los Tres Ojos (The Three Eyes National Park).
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Evening: Enjoy a farewell dinner at a local Dominican restaurant to end your journey.
Meals: Breakfast
Overnight Stay: Hispaniola Hotel & Casino Santo Domingo
Day 14: Thursday
Departure
- Morning: Transfer to the airport for your flight home or onward journey.
Meals: Breakfast
Accommodation, internal flights, transfers between airports and hotels, listed hotels and hotel taxes, activities as described and admission charges where applicable, river and land transfers, listed, lodges with full board and other meals as indicated. Local guides, local beverages.
International airfare, airport/departure taxes, gratuities, optional excursions, travel insurance.
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