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

Fully Private North and South Tour with a Local Guide.

This tour is unique because this is a private tour for you and your family alone. You will be with a local and get a …More

Kralendijk, Bonaire

4.7 (92)

Fully Private North and South Tour with a Local Guide.

This tour is unique because this is a private tour for you and your family alone. You will be with a local and get a...

3 hours Hotel pickup offered Free Cancellation

4.7 (92)

from
$129

Horseback Riding Wariruri Beach Tour in Aruba

Experience Aruba's beauty on a fantastic Horseback Riding experience through the breathtaking scenic North Coast of Aruba and enjoy the nature of this beautiful Caribbean …More

Palm - Eagle Beach, Aruba

4.9 (141)

Horseback Riding Wariruri Beach Tour in Aruba

Experience Aruba's beauty on a fantastic Horseback Riding experience through the breathtaking scenic North Coast of Aruba and enjoy the nature of this beautiful Caribbean...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.9 (141)

from
$116

St. Kitts Scenic Island Tour with Beach Option

Exploring the island is what we love to do, and we do our best. Our name speaks for itself: D.A.C. - Dependable (Always on Time), …More

4.9 (110)

St. Kitts Scenic Island Tour with Beach Option

Exploring the island is what we love to do, and we do our best. Our name speaks for itself: D.A.C. - Dependable (Always on Time),...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (110)

from
$88

City Tour with Botanical Gardens, Trafalgar Falls & Morne Bruce

Discover the best of the city of Roseau on a one and a half hour sightseeing tour with an expert guide. Traveling by comfortable coach …More

4.8 (85)

City Tour with Botanical Gardens, Trafalgar Falls & Morne Bruce

Discover the best of the city of Roseau on a one and a half hour sightseeing tour with an expert guide. Traveling by comfortable coach...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (85)

from
$70

5-Hour Small-Group Catamaran Cruise from Bridgetown with Lunch

Have an unforgettable 5-hour adventure relaxing on a spacious catamaran in the Caribbean. Swim and snorkel, see turtles in their environment, and explore the reefs …More

Speightstown, Barbados

5.0 (1,010)

5-Hour Small-Group Catamaran Cruise from Bridgetown with Lunch

Have an unforgettable 5-hour adventure relaxing on a spacious catamaran in the Caribbean. Swim and snorkel, see turtles in their environment, and explore the reefs...

5 hours Hotel pickup offered

5.0 (1,010)

from
$175

What sets this private tour apart is the ability to customize your itinerary. With our help and guidance, you can choose the highlights you’d like …More

4.9 (106)

Aruba Create Your Own Island Tour

What sets this private tour apart is the ability to customize your itinerary. With our help and guidance, you can choose the highlights you’d like...

4 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$420

Jamaica Culture Tour: Culinary, Cultural, History and Dance

Immerse yourself in our culture, in the rainforest/deep woodland/countryside. Support our locally operated Tours, learn about your vacation destination. Our friendly & knowledgeable driver, will …More

Falmouth, Jamaica

4.8 (122)

Jamaica Culture Tour: Culinary, Cultural, History and Dance

Immerse yourself in our culture, in the rainforest/deep woodland/countryside. Support our locally operated Tours, learn about your vacation destination. Our friendly & knowledgeable driver, will...

5 hours Hotel pickup offered Free Cancellation

4.8 (122)

from
$105

St Lucia Catamaran Day Sailing and Sightseeing Tour

What makes this tour unique? Spend the day sailing aboard a beautiful catamaran along the tropical west coast of St. Lucia. Go ashore to see …More

Choc, St Lucia

4.5 (196)

St Lucia Catamaran Day Sailing and Sightseeing Tour

What makes this tour unique? Spend the day sailing aboard a beautiful catamaran along the tropical west coast of St. Lucia. Go ashore to see...

8 hours Hotel pickup offered Free Cancellation

4.5 (196)

from
$138

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural …More

4.9 (50)

Aruba Private Full Island Tour

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural...

4 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$360

Indian River, Cold Soufriere & Fort Shirley (Northern Excursion)

The Indian River, Cold Soufrière, and Fort Shirley tour is unique because it combines a serene, mystical mangrove river cruise with Dominica's unique cold geothermal …More

4.9 (80)

Indian River, Cold Soufriere & Fort Shirley (Northern Excursion)

The Indian River, Cold Soufrière, and Fort Shirley tour is unique because it combines a serene, mystical mangrove river cruise with Dominica's unique cold geothermal...

4 hours 45 minutes Hotel pickup offered Free Cancellation

4.9 (80)

from
$125

This tour allows visitors to see a major part of Montego Bay Jamaica's second largest city and community's inside out, learn about our culture, history …More

Montego Bay, Jamaica

5.0 (40)

Montego Bay hi lite and culture tour

This tour allows visitors to see a major part of Montego Bay Jamaica's second largest city and community's inside out, learn about our culture, history...

3 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$90

Visit the hidden treasure and the number one place to see in Ocho Rios - Blue Hole. This is a must see when you visit …More

Ocho Rios, Jamaica

4.9 (206)

Blue Hole Tour from Ocho Rios

Visit the hidden treasure and the number one place to see in Ocho Rios - Blue Hole. This is a must see when you visit...

3 hours Hotel pickup offered Free Cancellation

4.9 (206)

from
$80

What Makes This Tour Unique? Our VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience isn’t just a beach trip — it’s a …More

Montego Bay, Jamaica

4.9 (114)

VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience

What Makes This Tour Unique? Our VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience isn’t just a beach trip — it’s a...

6 to 10 hours Hotel pickup offered Free Cancellation

4.9 (114)

from
$121

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore …More

Isla Verde, Puerto Rico

5.0 (97)

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (97)

from
$280

Bob Marley Museum Full Day Tour from Montego bay

Take the scenic drive from city (Montego bay) to city (Kingston) along Jamaica's picturesque coast line and country side. You will be fully entertained and …More

Montego Bay, Jamaica

4.9 (126)

Bob Marley Museum Full Day Tour from Montego bay

Take the scenic drive from city (Montego bay) to city (Kingston) along Jamaica's picturesque coast line and country side. You will be fully entertained and...

10 to 12 hours Free Cancellation

4.9 (126)

from
$200

Your trek to the bioluminous bay leaves at 5:30 PM in winter months and 6:30 PM in the summer months from the Cayman Island Yacht …More

Grand Cayman, Cayman Islands

4.7 (371)

Grand Cayman - Bioluminescent Bay Tour

Your trek to the bioluminous bay leaves at 5:30 PM in winter months and 6:30 PM in the summer months from the Cayman Island Yacht...

2 hours 30 minutes Free Cancellation

4.7 (371)

from
$115

Lady Grace Signature Luxury Catamaran Sunset Sail

A day in the islands is not complete without a relaxing sunset sail. Join us aboard the luxury sailing catamaran Lady Grace to celebrate this …More

4.8 (390)

Lady Grace Signature Luxury Catamaran Sunset Sail

A day in the islands is not complete without a relaxing sunset sail. Join us aboard the luxury sailing catamaran Lady Grace to celebrate this...

90 to 120 minutes Free Cancellation

4.8 (390)

from
$119

7 Waterfalls Excursion Taino Bay & amber cove, transportation

Book with us this beautiful excursion hiking , swimming, jump , slide down, ecological trip to the waterfalls the excursion take three hours and half …More

4.9 (166)

7 Waterfalls Excursion Taino Bay & amber cove, transportation

Book with us this beautiful excursion hiking , swimming, jump , slide down, ecological trip to the waterfalls the excursion take three hours and half...

3 to 4 hours Free Cancellation

4.9 (166)

from
$34

Get ready to unleash your inner adrenaline junkie on an epic ATV adventure at an unbeatable price! Explore stunning landscapes, conquer thrilling off-road trails, and …More

4.9 (253)

Curacao Atv tour West Adventure

Get ready to unleash your inner adrenaline junkie on an epic ATV adventure at an unbeatable price! Explore stunning landscapes, conquer thrilling off-road trails, and...

3 to 4 hours Free Cancellation

4.9 (253)

from
$115

Snorkel Cruise with BBQ Lunch and Open Bar

Join us for an unforgettable snorkel cruise aboard our beautiful double-decker motorized catamaran. Once you’ve boarded, we’ll set sail through the tranquil lagoon. Sit back, …More

4.8 (167)

Snorkel Cruise with BBQ Lunch and Open Bar

Join us for an unforgettable snorkel cruise aboard our beautiful double-decker motorized catamaran. Once you’ve boarded, we’ll set sail through the tranquil lagoon. Sit back,...

4 hours 30 minutes Free Cancellation

4.8 (167)

from
$100

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?