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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Blue Hole, Dunn's River Falls + Lunch & Cocktails at Bamboo Beach

Your adventure begins with a trip to the stunning azure waters of Blue Hole. The clear turquoise water of this quintessential swimming hole will entice …More

Ocho Rios, Jamaica

4.8 (160)

Blue Hole, Dunn's River Falls + Lunch & Cocktails at Bamboo Beach

Your adventure begins with a trip to the stunning azure waters of Blue Hole. The clear turquoise water of this quintessential swimming hole will entice...

7 to 9 hours Hotel pickup offered Free Cancellation

4.8 (160)

from
$159

Speedboat Tour to Saona Island Vip with Open Bar and Meals!

Have you ever imagined walking alone on a paradisiacal beach with many kilometers ahead of you? The success of this activity has been, without a …More

Punta Cana, Dominican Republic

4.9 (36)

Speedboat Tour to Saona Island Vip with Open Bar and Meals!

Have you ever imagined walking alone on a paradisiacal beach with many kilometers ahead of you? The success of this activity has been, without a...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (36)

from
$110

Full-Day ATV + Party Boat Package w Snorkel & coffee tasting

Discover the Dominican countryside by ATV, then explore the coastline by double-decker catamaran. There are countless delights on this full-day tour: sample organic products; explore …More

5.0 (105)

Full-Day ATV + Party Boat Package w Snorkel & coffee tasting

Discover the Dominican countryside by ATV, then explore the coastline by double-decker catamaran. There are countless delights on this full-day tour: sample organic products; explore...

8 hours Hotel pickup offered Free Cancellation

5.0 (105)

from
$109

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of …More

Punta Cana, Dominican Republic

5.0 (18)

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$1,700

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the …More

St. George's, Grenada

4.8 (20)

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the...

5 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$540

Vermont Nature Trail Tour with Fraser's Taxi and Tours

Vermont Nature Trail- Deep in the mountainous bosom of St.Vincent lays hikers’ paradise, the cloud 9 for nature and animal enthusiasts, St. Vincent’s eco-tourist hotspot; …More

Kingstown, St Vincent and the Grenadines

5.0 (28)

Vermont Nature Trail Tour with Fraser's Taxi and Tours

Vermont Nature Trail- Deep in the mountainous bosom of St.Vincent lays hikers’ paradise, the cloud 9 for nature and animal enthusiasts, St. Vincent’s eco-tourist hotspot;...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$60

Waterfalls of Damajagua & Lunch Included!

Come with us to live an incredible adventure about nature and the beauty of the natural landscapes of Damajagua. On this tour we will take …More

Puerto Plata, Dominican Republic

4.9 (28)

Waterfalls of Damajagua & Lunch Included!

Come with us to live an incredible adventure about nature and the beauty of the natural landscapes of Damajagua. On this tour we will take...

3 hours 50 minutes Hotel pickup offered Free Cancellation

4.9 (28)

from
$60

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the …More

4.9 (23)

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$70

Extreme Buggy Tour in Punta Cana, River Cave, Macao Beach

Boogies, one of the best excursions in Punta Cana as you tour the jungle and discover incredible landscapes that are part of the heart of …More

Punta Cana, Dominican Republic

4.4 (54)

Extreme Buggy Tour in Punta Cana, River Cave, Macao Beach

Boogies, one of the best excursions in Punta Cana as you tour the jungle and discover incredible landscapes that are part of the heart of...

3 hours Hotel pickup offered Free Cancellation

4.4 (54)

from
$29

Punta Cana 4 Hours Buggy Tour Cave Macao Beach Free Pick Up

Dare yourself to get an Off-road Buggy Adventure in Punta Cana. Discover Dominican culture, explore a indigenous cave and relax on the beautiful Macao Beach, …More

Punta Cana, Dominican Republic

4.3 (58)

Punta Cana 4 Hours Buggy Tour Cave Macao Beach Free Pick Up

Dare yourself to get an Off-road Buggy Adventure in Punta Cana. Discover Dominican culture, explore a indigenous cave and relax on the beautiful Macao Beach,...

4 hours Hotel pickup offered Free Cancellation

4.3 (58)

from
$45

Buggy Off-Roading with Chocolate and Coffee Tasting In Punta Cana

Explore the Dominican Republic’s natural beauty and have a chocolate reward at the end on this hassle-free group tour in Punta Cana. Follow your guide …More

Punta Cana, Dominican Republic

5.0 (12)

Buggy Off-Roading with Chocolate and Coffee Tasting In Punta Cana

Explore the Dominican Republic’s natural beauty and have a chocolate reward at the end on this hassle-free group tour in Punta Cana. Follow your guide...

3 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$55

Eco Saona Island Excursion from Punta Cana

If you are looking for an eco excursion without crowded beaches, this is the right one for you. We bring you to the places of …More

4.8 (112)

Eco Saona Island Excursion from Punta Cana

If you are looking for an eco excursion without crowded beaches, this is the right one for you. We bring you to the places of...

7 to 8 hours Hotel pickup offered Free Cancellation

4.8 (112)

from
$155

Saona Island Full Day Excursion from Punta Cana

Saona Island is like a paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees, this environment invites you …More

Punta Cana, Dominican Republic

3.9 (48)

Saona Island Full Day Excursion from Punta Cana

Saona Island is like a paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees, this environment invites you...

7 to 8 hours Hotel pickup offered Free Cancellation

3.9 (48)

from
$79

St. Kitts Scenic Train Experience (Ship & Hotel Options)

Historical Significance: The St Kitts Scenic Railway tour is a narrow gauge railway that was originally built in the early 20th century to transport sugarcane …More

3.8 (79)

St. Kitts Scenic Train Experience (Ship & Hotel Options)

Historical Significance: The St Kitts Scenic Railway tour is a narrow gauge railway that was originally built in the early 20th century to transport sugarcane...

3 hours 30 minutes Hotel pickup offered Free Cancellation

3.8 (79)

from
$135

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day …More

Montego Bay, Jamaica

4.8 (21)

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day...

10 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$276

Our guides are professional, friendly and deeply knowledgeable Jamaica. They can provide insight that cannot be found elsewhere. …More

Kingston, Jamaica

5.0 (27)

Blue Mountain Path Finder

Our guides are professional, friendly and deeply knowledgeable Jamaica. They can provide insight that cannot be found elsewhere....

4 hours Free Cancellation

5.0 (27)

from
$90

Full Day Tour to Isla Saona and Altos de Chavon

This selection also includes a visit to Alto Chavón. Altos de Chavón is a recreation of a Mediterranean-style European village located on the Chavón River …More

4.9 (20)

Full Day Tour to Isla Saona and Altos de Chavon

This selection also includes a visit to Alto Chavón. Altos de Chavón is a recreation of a Mediterranean-style European village located on the Chavón River...

12 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$85

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty. …More

Soufriere, St Lucia

5.0 (20)

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$99

Tropical Rainforest in Gozalandia Waterfall Puerto Rico

Once I pick you up you will enjoy the beautiful mountains of Puerto Rico, we will see waterfall on the way to Gozalandia and we …More

Isla Verde, Puerto Rico

5.0 (21)

Tropical Rainforest in Gozalandia Waterfall Puerto Rico

Once I pick you up you will enjoy the beautiful mountains of Puerto Rico, we will see waterfall on the way to Gozalandia and we...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$119

Authentic Dominican Safari & Chavón River

Designed for travelers who want to discover the authentic Dominican Republic beyond the large all-inclusive resorts. In a small group of up to 18 guests, …More

5.0 (14)

Authentic Dominican Safari & Chavón River

Designed for travelers who want to discover the authentic Dominican Republic beyond the large all-inclusive resorts. In a small group of up to 18 guests,...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$101

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?

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

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?