Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking …More

Puerto Plata, Dominican Republic

5.0 (118)

Guided Puerto Plata City Tour

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking...

4 hours Free Cancellation

5.0 (118)

from
$47

Turks and Caicos Half-Day Luxury Private Yacht Charter

Experience a day you’ll never forget during this private 4-hour luxury boat cruise of Turks and Caicos from Providenciales. Let an expert captain and crew …More

5.0 (117)

Turks and Caicos Half-Day Luxury Private Yacht Charter

Experience a day you’ll never forget during this private 4-hour luxury boat cruise of Turks and Caicos from Providenciales. Let an expert captain and crew...

4 hours Free Cancellation

5.0 (117)

from
$5,500

Bermuda Private Catamaran:Snorkeling, Shipwrecks & Cliff Jumping

Private Catamaran Experience up to 12 people, which will begin with a cruise along Bermuda's shoreline, taking guests to a prime snorkel location. Next guests …More

5.0 (116)

Bermuda Private Catamaran:Snorkeling, Shipwrecks & Cliff Jumping

Private Catamaran Experience up to 12 people, which will begin with a cruise along Bermuda's shoreline, taking guests to a prime snorkel location. Next guests...

3 hours Free Cancellation

5.0 (116)

from
$1,098

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)

Excellent customer service, friendly and knowledgeable crew. Affordable rate and fully customizable tours. …More

5.0 (114)

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)

Excellent customer service, friendly and knowledgeable crew. Affordable rate and fully customizable tours....

4 hours Free Cancellation

5.0 (114)

from
$1,600

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

Bamboo Rafting and Limestone Foot Massage on Lethe River Private Tour

Take a journey in the rural parts of Montego Bay Jamaica {Country) and rap yourself with with nature.Lethe Bamboo Rafting is the best way to …More

Montego Bay, Jamaica

4.8 (114)

Bamboo Rafting and Limestone Foot Massage on Lethe River Private Tour

Take a journey in the rural parts of Montego Bay Jamaica {Country) and rap yourself with with nature.Lethe Bamboo Rafting is the best way to...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (114)

from
$130

Half Day Private Tour in Dominican Republic with Local Guide

Discover authentic Dominican culture on a private half-day tour from Punta Cana to Higüey, accompanied by a local guide. Visit a typical house and coffee …More

4.9 (114)

Half Day Private Tour in Dominican Republic with Local Guide

Discover authentic Dominican culture on a private half-day tour from Punta Cana to Higüey, accompanied by a local guide. Visit a typical house and coffee...

4 hours Hotel pickup offered Free Cancellation

4.9 (114)

from
$50

6HR-Private Provo Cays Exploration with Lunch

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like …More

5.0 (111)

6HR-Private Provo Cays Exploration with Lunch

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like...

6 hours Hotel pickup offered Free Cancellation

5.0 (111)

from
$2,300

Private Negril Beach & Rick's Cafe Sunset Tour

Negril is known as the tourist hot spot, 7 Mile of white sand beach with clear waters, party on the beach all day, and end …More

Trelawny, Jamaica

4.8 (110)

Private Negril Beach & Rick's Cafe Sunset Tour

Negril is known as the tourist hot spot, 7 Mile of white sand beach with clear waters, party on the beach all day, and end...

5 to 7 hours Hotel pickup offered Free Cancellation

4.8 (110)

from
$59

Land & Sea Adventure to Soufriere/Snorkelling/Mudbath/Lunch

Experience the best of Saint Lucia by land and sea on a private adventure exclusively for your group. Cruise the spectacular west coast through Marigot …More

Marigot Bay, St Lucia

5.0 (110)

Land & Sea Adventure to Soufriere/Snorkelling/Mudbath/Lunch

Experience the best of Saint Lucia by land and sea on a private adventure exclusively for your group. Cruise the spectacular west coast through Marigot...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (110)

from
$130

Rodney Bay Food tour by LUCIAN FOOD TOURS is the ONE & ONLY walking tour in Rodney Bay. Rodney Bay is a great place for …More

5.0 (108)

Rodney Bay Food Tour by LUCIAN FOOD TOURS

Rodney Bay Food tour by LUCIAN FOOD TOURS is the ONE & ONLY walking tour in Rodney Bay. Rodney Bay is a great place for...

2 to 3 hours Free Cancellation

5.0 (108)

from
$67

Private Half Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this half day 4 hour tour. …More

Anse La Raye, St Lucia

4.9 (107)

Private Half Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this half day 4 hour tour. ...

1 to 4 hours Hotel pickup offered Free Cancellation

4.9 (107)

from
$90

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

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a …More

Soufriere, St Lucia

4.9 (106)

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$85

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know …More

Rodney Bay, St Lucia

4.8 (106)

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know...

3 hours Hotel pickup offered Free Cancellation

4.8 (106)

from
$30

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which …More

Anse La Raye, St Lucia

4.9 (105)

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (105)

from
$165

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan …More

4.8 (103)

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan...

5 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$390

Lethe River Rafting Limestone Massage & Roundtrip transportation

Enjoy an escape from the hustle and bustle on a bamboo raft with our trained rafting captains on the Great River. Round-Trip transportation is available …More

Negril, Jamaica

4.8 (103)

Lethe River Rafting Limestone Massage & Roundtrip transportation

Enjoy an escape from the hustle and bustle on a bamboo raft with our trained rafting captains on the Great River. Round-Trip transportation is available...

4 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$81

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and …More

5.0 (103)

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and...

4 to 6 hours Free Cancellation

5.0 (103)

from
$135

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. …More

5.0 (102)

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion....

6 hours Free Cancellation

5.0 (102)

from
$1,985

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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