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Island hopping in the Caribbean with 8 Days Sailing Trip

20 days
•
From Port of Spain to Barbados
4.0 (21 reviews)
  • Scarlet ibis resting on a branch.
  • Secluded cove with clear blue water.
  • Tropical beach with palm trees and turquoise water.
  • Suspension bridge in a lush tropical forest.
  • Boats anchored in a clear turquoise ocean with a sandy beach.
    View all
  • Two people kayaking near a tropical beach with lush greenery.
  • Close-up of a sea turtle swimming underwater next to a fish.
  • Sunset view from a tropical beach with coconut trees and a serene ocean.
  • Mountain peak viewed through palm trees by a clear blue sea.
  • Small island surrounded by crystal clear blue water with sailboats.
    View all

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Plan your adventure:
Operator
DIAMIR Erlebnisreisen
Island Hopping
Hop between sun-soaked shores and hidden islands
Group Tour
Join a group and forge lifelong friendships
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Other languages on request: German
Group Size 2 - 10
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Port-of-Spain

    Port-of-Spain
    Itinerary Image 1
  2. Day 2

    Waterfall Hike & Port of Spain

    Waterfall Hike & Port of Spain
    Meals
    Lunch (Bake&Shark sandwich at Maracas beach), Dinner (Street food specialties in Port of Spain including doubles and corn soup)

    Included Activities

    • Scenic drive along north coast to rainforest village
    • Guided hike to Avocat waterfall (moderately difficult, approximately 1.5-2 hours walking time)
    • Swimming at Avocat waterfall pool
    • Alternative: Four hours at Maracas beach
    • Stop at Maracas beach for Bake&Shark sandwich
    • Guided evening stroll through Port of Spain streets and backyards
    • Visit to panyard with live steel drum music experience
    • Street food tour and tasting in Port of Spain
    Landmarks
    Avocat Waterfall
    Maracas Beach
    Port of Spain
  3. Day 3

    Trinidad

    Trinidad
    Meals
    Lunch (Regional lunch in the hummingbird garden)

    Included Activities

    • Guided visit to private hummingbird garden with tropical birds
    • Regional lunch in garden
    • Sunset boat trip through Caroni Marshes to observe scarlet ibises
    Landmarks
    Caroni Marshes
  4. Day 4

    Manzanilla Boat & Monkey Hike

    Manzanilla Boat & Monkey Hike
    Meals
    Breakfast (Breakfast viewing howler and capuchin monkeys)

    Included Activities

    • Early morning transfer to Manzanilla
    • Guided boat trip through freshwater swamp
    • Guided rainforest hike to observe howler monkeys and capuchin monkeys
    • Passage through small villages with local specialty sampling
    Landmarks
    Manzanilla
  5. Day 5

    Trinidad to Tobago

    Trinidad to Tobago

    Included Activities

    • Guided visit to Chaguanas market
    • Tasting of tropical fruits and seasonal offerings at market
    • Sampling of Caribbean street food from local food stalls
    • One-hour walk along Pitch Lake shoreline
    Landmarks
    Pitch Lake
    Chaguanas Market
  6. Day 6

    Tobago

    Tobago

    Included Activities

    • Panoramic drive through Scarborough
    • Visit to Fort King George
    • Guided walk through botanical garden
    • Tour of rural villages
    • Visit to Fort James ruins in Plymouth
    Landmarks
    Fort King George
    Fort James
    Scarborough
  7. Day 7

    Tobago

    Tobago
    Meals
    Breakfast

    Included Activities

    • Drive along Atlantic coast to Speyside
    • Glass-bottomed boat trip to Little Tobago
    • Short walk on Little Tobago island
    • Snorkeling tour at Angel Reef

    Optional Activities

    • Snorkeling equipment rental (if not bringing your own)
    Landmarks
    Little Tobago
    Angel Reef
    Speyside
  8. Day 8

    Trinidad to St. Lucia

    Trinidad to St. Lucia
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  9. Day 9

    St. Lucia

    St. Lucia

    Optional Activities

    • Sunrise viewing
    • Beach walk
    • Beach relaxation
  10. Day 10

    St. Lucia to Dominica - Indian River Boat Trip

    St. Lucia to Dominica - Indian River Boat Trip

    Included Activities

    • Ferry crossing to Dominica
    • Guided boat trip on Indian River near Portsmouth
    • Mangrove viewing with wildlife observation
    Landmarks
    Indian River
    Portsmouth
    Itinerary Image 1Itinerary Image 2
  11. Day 11

    Dominica - Champagne Reef Snorkeling & Whale Watching

    Dominica - Champagne Reef Snorkeling & Whale Watching
    Meals
    Breakfast

    Included Activities

    • Transfer to Champagne Reef
    • Guided snorkeling at Champagne Reef from beach
    • Beach swimming and relaxation time
    • Guided whale watching tour

    Optional Activities

    • Diving at Champagne Reef (available for additional fee)
    Landmarks
    Champagne Reef
  12. Day 12

    Tobago to Barbados

    Tobago to Barbados

    Optional Activities

    • Exploration of Bridgetown city center
    • Visit to Trafalgar Square
    • Cultural experiences reflecting British colonial heritage
    Landmarks
    Trafalgar Square
    Bridgetown
    Itinerary Image 1
  13. Day 13

    Bridgetown

    Bridgetown

    Included Activities

    • Transfer to Bridgetown port
    • Embarkation on Royal Clipper sailing ship
    • Access to Tropical Bar and Piano Bar
    • Water sports equipment access (excluding diving)
  14. Day 14

    Grenadines

    Grenadines

    Included Activities

    • Beach day on a Grenadines island (captain's selection)
    Landmarks
    Grenadines
  15. Day 15

    Grenada

    Grenada

    Included Activities

    • Exploration of St. George town
    • Views from hills surrounding St. George
    Landmarks
    St. George
    Carenage Harbor
  16. Day 16

    Tobago Cays

    Tobago Cays
    Meals
    Breakfast

    Included Activities

    • Guided discovery tour of Tobago Cays
    • Kayaking in secluded bays
    • Snorkeling in Tobago Cays National Park
    • Walking across islets with iguana viewing
    • Beach time in the lagoon

    Optional Activities

    • Diving at Tobago Cays (available for additional fee on site)
    Landmarks
    Tobago Cays National Park
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  17. Day 17

    St. Vincent and Bequia

    St. Vincent and Bequia

    Included Activities

    • Snorkeling opportunities at Young Island
    • Nature exploration at Young Island
    • Exploration of Port Elizabeth waterfront promenade in Bequia
    • Access to beaches, coral reefs, and lagoons in Bequia
    Landmarks
    Young Island
    Port Elizabeth
    Bequia
  18. Day 18

    Martinique

    Martinique

    Included Activities

    • Visit to Fort-de-France historic center and markets
    • Visit to Sainte-Pierre ruins
    • Visit to Volcanological Museum
    • Guided walk through Jardin de Balata botanical garden
    Landmarks
    Fort-de-France
    Sainte-Pierre
    Mont Pelée
    Volcanological Museum
    Jardin de Balata
  19. Day 19

    St. Lucia

    St. Lucia

    Included Activities

    • Visit to Diamond Falls and Mineral Baths
    • Strolling through Diamond Falls gardens
    • Swimming in mineral pool under waterfalls
    • Viewing of the Pitons
    Landmarks
    Diamond Falls
    Mineral Baths
    Pitons
  20. Day 20

    Barbados

    Barbados

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What's Included

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  • Accommodation
  • Flights
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Additional Services

Operated by

DIAMIR Erlebnisreisen

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within 2 days
Cancellation policy
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Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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Ends on 9 Sep, 2026
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What our customers ask about this tour

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  • D

    Donna

    Asked on December 11th, 2025

    Wanted to do the caribbean island Hopping February 2027. Is there an English speaking tour?

    Tour Details
    Travel Support
    • DIAMIR ErlebnisreisenOperator•Written December 2025

      Unfortunately, we only offer this with german speaking guides in a german speaking group. But I am sure that there are similar alternatives for english speaking clients.

Can’t find the answer to your question?
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Good to Know

Tour ID: 254274

  • Currencies
    $
    Barbados Dollar
    Barbados
    $
    East Caribbean Dollar
    Dominica, Grenada, Saint Lucia and Saint Vincent and the Grenadines
    $
    Trinidad and Tobago Dollar
    Trinidad and Tobago
    €
    Euro
    Martinique
  • Plugs & Adapters

    As a traveler from USA, Canada you will need an adaptor for types D, M, G, C, E, F, I, K. As a traveler from England you will need an adaptor for types A, B, D, M, C, E, F, I, K. As a traveler from Australia, New Zealand you will need an adaptor for types A, B, D, M, G, C, E, F, K. As a traveler from South Africa you will need an adaptor for types A, B, G, C, E, F, I, K.

    Type A
    Barbados, Saint Vincent and the Grenadines and Trinidad and Tobago
    Type B
    Barbados, Saint Vincent and the Grenadines and Trinidad and Tobago
    Type D
    Dominica and Martinique
    Type M
    Dominica and Martinique
    Type G
    Dominica, Grenada, Saint Lucia and Saint Vincent and the Grenadines
    Type C
    Saint Vincent and the Grenadines and Martinique
    Type E
    Saint Vincent and the Grenadines and Martinique
    Type F
    Saint Vincent and the Grenadines and Martinique
    Type I
    Saint Vincent and the Grenadines
    Type K
    Saint Vincent and the Grenadines
  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Barbados.Dominica.Grenada.Saint Lucia.Saint Vincent and the Grenadines.Trinidad and Tobago.Martinique. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Barbados.Dominica.Grenada.Saint Lucia.Saint Vincent and the Grenadines.Trinidad and Tobago.Martinique. Ideally 2 months before travel.
    • Yellow fever - Certificate of vaccination required if arriving from an infected area for Barbados Yellow fever - Certificate of vaccination required if arriving from an area with a risk of yellow fever transmission for , Dominica, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Martinique Yellow fever - Recommended for and Trinidad and Tobago. Ideally 10 days before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before November 3rd, 2026 a full payment is necessary. For tours departing after November 3rd, 2026, a minimum payment of 25% is required to confirm your booking with DIAMIR Erlebnisreisen. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and DIAMIR Erlebnisreisen will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "DIAMIR Erlebnisreisen" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
    • Flexible options if your plans change. We hope you won't need to, but if you have to cancel, here's exactly what you get back, no surprises. Your refund depends on how close to departure you cancel. You can find the full cancellation policy here.
    • Your money is protected.
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  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

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  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec