Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

4.9 (11)

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$86

Bob Marley Nine Mile Tour from Ocho Rios

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Ocho Rios, Jamaica

4.4 (27)

Bob Marley Nine Mile Tour from Ocho Rios

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

2 to 4 hours Hotel pickup offered Free Cancellation

4.4 (27)

from
$160

Full Day Essential Bob Marley Tour Home Visit and More

Immerse yourself in the world of Bob Marley with this private, exclusive tour crafted just for enthusiasts who seek a deeper connection with the music …More

Ocho Rios, Jamaica

4.8 (12)

Full Day Essential Bob Marley Tour Home Visit and More

Immerse yourself in the world of Bob Marley with this private, exclusive tour crafted just for enthusiasts who seek a deeper connection with the music...

8 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$200

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the …More

Montego Bay, Jamaica

5.0 (2)

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums …More

Kingston, Jamaica

5.0 (4)

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums...

3 hours Free Cancellation

5.0 (4)

from
$150

Soufriere Catamaran Excursion with Zip Lining from Castries

Join us for an action-packed day sailing to Soufriere, where you will see the world-famous pitons and visit Morne Coubaril Estate, Zip Lining and Marigot …More

Choc, St Lucia

5.0 (3)

Soufriere Catamaran Excursion with Zip Lining from Castries

Join us for an action-packed day sailing to Soufriere, where you will see the world-famous pitons and visit Morne Coubaril Estate, Zip Lining and Marigot...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$205

This is nature at its very best unfolding before your eyes on this incredible Rainforest tour. The Tour allows you to escape to a tropical …More

4.8 (9)

St Kitts Rainforest Tour

This is nature at its very best unfolding before your eyes on this incredible Rainforest tour. The Tour allows you to escape to a tropical...

4 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$67

Enjoy an exciting ATV adventure through 980 acres of Jamaican wildlife. Go off-road and stop for pictures at spots with amazing views of the Caribbean …More

Kingston, Jamaica

4.0 (1)

ATV Outback Adventure from Kingston

Enjoy an exciting ATV adventure through 980 acres of Jamaican wildlife. Go off-road and stop for pictures at spots with amazing views of the Caribbean...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$285

Old San Juan Walking Tour with a Historian

As featured in National Geographic Traveller (UK) Discover Old San Juan through the lens of history on a guided walking tour led by a professional …More

4.8 (18)

Old San Juan Walking Tour with a Historian

As featured in National Geographic Traveller (UK) Discover Old San Juan through the lens of history on a guided walking tour led by a professional...

3 hours Free Cancellation

4.8 (18)

from
$85

Unique historical and cultural experience learning and tasting the flavors of Puerto Rican cuisine and heritage …More

4.3 (22)

Mofongo Food and Mojito Tour

Unique historical and cultural experience learning and tasting the flavors of Puerto Rican cuisine and heritage...

3 hours 30 minutes Free Cancellation

4.3 (22)

from
$101

Departure Shuttle to Airport, Club Mobay Fast Track & VIP Lounge Combo

Make travel out of Montego Bay’s Sangster International Airport comfy and hassle-free. This package gives you access to the VIP Club Mobay airport departure lounge; …More

Ocho Rios, Jamaica

4.6 (28)

Departure Shuttle to Airport, Club Mobay Fast Track & VIP Lounge Combo

Make travel out of Montego Bay’s Sangster International Airport comfy and hassle-free. This package gives you access to the VIP Club Mobay airport departure lounge;...

1 day Hotel pickup offered

4.6 (28)

from
$60

Drive your own Dune Buggy through the sugar cane fields, up to the mountains and down to the beach. With all the instruction and equipment …More

Cabarete, Dominican Republic

4.4 (36)

2 Person Buggy Tour

Drive your own Dune Buggy through the sugar cane fields, up to the mountains and down to the beach. With all the instruction and equipment...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.4 (36)

from
$120

Skip the Line: Guided Tour and Rum Tasting Experience

Experience the history and heritage that blossoms at Pedro St James National Historic Site, with a Guided Tour and Rum Tasting Experience! Located in the …More

Grand Cayman, Cayman Islands

4.5 (31)

Skip the Line: Guided Tour and Rum Tasting Experience

Experience the history and heritage that blossoms at Pedro St James National Historic Site, with a Guided Tour and Rum Tasting Experience! Located in the...

60 to 90 minutes Free Cancellation

4.5 (31)

from
$35

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the …More

Castries, St Lucia

5.0 (17)

Soufrière Adventure Private Tour

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$120

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle …More

Runaway Bay, Jamaica

5.0 (19)

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (19)

from
$106

Enjoy a memorable, incredible and amazing adventure to experience the people and life in the Dominican. If you're looking to see how life is lived …More

Punta Cana, Dominican Republic

4.3 (39)

Safari Half Day Experience

Enjoy a memorable, incredible and amazing adventure to experience the people and life in the Dominican. If you're looking to see how life is lived...

4 hours Hotel pickup offered Free Cancellation

4.3 (39)

from
$59

Fajardo: Full-Day Private Fishing Charter with Snorkeling, Beach

This Inshore Fishing Trip is designed by Pure Adventure’s Marine Biologist and fishing experts to ensure a sure catch in a short period, so everybody …More

Fajardo, Puerto Rico

5.0 (3)

Fajardo: Full-Day Private Fishing Charter with Snorkeling, Beach

This Inshore Fishing Trip is designed by Pure Adventure’s Marine Biologist and fishing experts to ensure a sure catch in a short period, so everybody...

7 hours Free Cancellation

5.0 (3)

from
$1,400

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great …More

Falmouth, Jamaica

4.7 (20)

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$102

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Runaway Bay, Jamaica

4.9 (14)

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$404

St Lucia Chocolate Making Marigot Bay & Souvenir Shopping

Discover the perfect blend of romance and family fun with this experience set in the world’s most romantic destination. Embark on a scenic 1-hour drive …More

Gros Islet, St Lucia

4.9 (11)

St Lucia Chocolate Making Marigot Bay & Souvenir Shopping

Discover the perfect blend of romance and family fun with this experience set in the world’s most romantic destination. Embark on a scenic 1-hour drive...

5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$140

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?