Top Caribbean Luxury & Special Occasions

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

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Horseback riding + Bamboo river rafting tour from Ocho Rios

This tour satisfies the needs of people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Travelers will …More

Ocho Rios, Jamaica

4.9 (17)

Horseback riding + Bamboo river rafting tour from Ocho Rios

This tour satisfies the needs of people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Travelers will...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$135

Private Tour from Runaway Bay Ocho Rios to Blue Hole Sightseeing

WELCOME TO TOUR JAMAICA TODAY. Booking this experience is a great choice guarantee entry to this attractions that typically sell out, skip -the- line admission, …More

Runaway Bay, Jamaica

4.9 (17)

Private Tour from Runaway Bay Ocho Rios to Blue Hole Sightseeing

WELCOME TO TOUR JAMAICA TODAY. Booking this experience is a great choice guarantee entry to this attractions that typically sell out, skip -the- line admission,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$76

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it …More

5.0 (17)

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it...

7 hours 30 minutes Free Cancellation

5.0 (17)

from
$1,900

Pop Buggy excursion from Amber Cove & Taino Bay Puerto Plata

Prepare for an experience full of adrenaline, incredible landscapes and pure fun in the Dominican Republic! With our buggy excursion, you will live an unforgettable …More

Puerto Plata, Dominican Republic

5.0 (17)

Pop Buggy excursion from Amber Cove & Taino Bay Puerto Plata

Prepare for an experience full of adrenaline, incredible landscapes and pure fun in the Dominican Republic! With our buggy excursion, you will live an unforgettable...

6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$109

Bob Marley's Nine Mile Day-Trip with Admission & Guided Tour from Runaway Bay

Embark on a spiritual journey as we take you from Runaway Bay to Nine Mile, the birthplace of reggae icon Bob Marley. Discover the picturesque …More

Runaway Bay, Jamaica

4.8 (17)

Bob Marley's Nine Mile Day-Trip with Admission & Guided Tour from Runaway Bay

Embark on a spiritual journey as we take you from Runaway Bay to Nine Mile, the birthplace of reggae icon Bob Marley. Discover the picturesque...

5 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$145

Montego Bay Highlights Tour With Bamboo Rafting Experience

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through …More

Montego Bay, Jamaica

5.0 (17)

Montego Bay Highlights Tour With Bamboo Rafting Experience

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$100

Tobago Tours are fun, relaxed and exciting tour. You will see an amazing tree, walk pristine beaches and enjoy the culture and cuisine of Tobago. …More

4.9 (17)

Half Day Tobago Tours with Transfers

Tobago Tours are fun, relaxed and exciting tour. You will see an amazing tree, walk pristine beaches and enjoy the culture and cuisine of Tobago....

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$200

Jamaica Sunset at Rick's Cafe Private Tour with Transfer

Rick's Café is known for having an unrivalled view of the sunset in Jamaica. Set in the West End atop a 35-foot high cliff, it …More

Montego Bay, Jamaica

4.9 (17)

Jamaica Sunset at Rick's Cafe Private Tour with Transfer

Rick's Café is known for having an unrivalled view of the sunset in Jamaica. Set in the West End atop a 35-foot high cliff, it...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$55

Scenic Historical Tour to Fort Charlotte and Queens drive from IV Tours

This tour is exclusively provided by us on the island, 2 historic site Fort Charlotte stands about 635 feet (0.19 km) above sea level 360 …More

Kingstown, St Vincent and the Grenadines

4.9 (17)

Scenic Historical Tour to Fort Charlotte and Queens drive from IV Tours

This tour is exclusively provided by us on the island, 2 historic site Fort Charlotte stands about 635 feet (0.19 km) above sea level 360...

1 hour 45 minutes Free Cancellation

4.9 (17)

from
$53

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of …More

Montego Bay, Jamaica

5.0 (17)

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of...

6 hours Free Cancellation

5.0 (17)

from
$150

Gilmore tours offers top quality services, safe, reliable, friendly, and dependable, guaranteed to give you a memorable experience while you enjoy this beautiful island in …More

Kingston, Jamaica

5.0 (17)

Bamboo Rafting in Ocho Rios

Gilmore tours offers top quality services, safe, reliable, friendly, and dependable, guaranteed to give you a memorable experience while you enjoy this beautiful island in...

2 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$60

Family Boat Tour in Punta Cana with Snorkeling

Unlike typical party boats in Punta Cana, this family-friendly catamaran cruise is designed especially for guests of all ages. We’ve created a safe, fun, and …More

4.8 (17)

Family Boat Tour in Punta Cana with Snorkeling

Unlike typical party boats in Punta Cana, this family-friendly catamaran cruise is designed especially for guests of all ages. We’ve created a safe, fun, and...

3 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$65

Hop aboard our colorful open-air beach bus and set off on a scenic ride through Aruba’s most iconic landmarks. Begin your morning at Aruba Aloe, …More

Palm - Eagle Beach, Aruba

5.0 (17)

Open Air Beach Bus Tour of Aruba

Hop aboard our colorful open-air beach bus and set off on a scenic ride through Aruba’s most iconic landmarks. Begin your morning at Aruba Aloe,...

5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$50

City and Country Puerto Plata History and Beach

Discover the authentic essence of Puerto Plata. A fascinating journey through time and nature. We will begin by exploring the historic heart of the city, …More

Puerto Plata, Dominican Republic

5.0 (17)

City and Country Puerto Plata History and Beach

Discover the authentic essence of Puerto Plata. A fascinating journey through time and nature. We will begin by exploring the historic heart of the city,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$75

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

4.9 (17)

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$490

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

Antigua Zipline & Kayaking Combo From St. John's

Get set for this two part adventure that will have you ziplining and kayaking through Antigua's natural ecosystems. Your journey begins with a cross-island drive …More

4.9 (17)

Antigua Zipline & Kayaking Combo From St. John's

Get set for this two part adventure that will have you ziplining and kayaking through Antigua's natural ecosystems. Your journey begins with a cross-island drive...

6 hours Hotel pickup offered

4.9 (17)

from
$247

5 Hour Tour at Dark View Falls and Pirates of the Caribbean Set

Get a highlight tour of St. Vincent from the capital Kingstown on your way to our first location Dark View Falls. Pit stops can be …More

Kingstown, St Vincent and the Grenadines

4.9 (17)

5 Hour Tour at Dark View Falls and Pirates of the Caribbean Set

Get a highlight tour of St. Vincent from the capital Kingstown on your way to our first location Dark View Falls. Pit stops can be...

5 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$300

Seven Mile Beach and Rick’s Cafe Private Tour

Negril is known for its miles of sandy beaches on shallow bays with calm, turquoise waters. Seven Mile Beach. Negril is calm and tranquil and …More

Montego Bay, Jamaica

5.0 (17)

Seven Mile Beach and Rick’s Cafe Private Tour

Negril is known for its miles of sandy beaches on shallow bays with calm, turquoise waters. Seven Mile Beach. Negril is calm and tranquil and...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$49

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing, …More

Lucea, Jamaica

4.9 (17)

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$108

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?